Herbicidal sulfonamides

ABSTRACT

This invention relates to certain herbicidally active sulfonamide compounds, suitable agricultural compositions thereof and a method for their use as general and/or selective preemergence or postemergence herbicides or plant growth regulants.

RELATED APPLICATION

This application is a continuation-in-part of copending application U.S. Ser. No. 630,895, filed July 13, 1984, now abandoned.

BACKGROUND OF THE INVENTION

This invention relates to herbicidally active sulfonamide compounds, suitable agricultural compositions thereof and a method for their use as a pre- or postemergence herbicide and/or plant growth regulant.

New componds effective for controlling the growth of undesired vegetation are in constant demand. In the most common situation, such compounds are sought to selectively control the growth of weeds in useful crops such as cotton, rice, corn, wheat and soybeans, to name a few. Unchecked weed growth in such crops can cause significant losses, reducing profit to the farmer and increasing costs to the consumer. In other situations, herbicides are desired which will control all plant growth. Examples of areas in which complete control of all vegetation is desired are areas around fuel storage tanks, ammunition depots and industrial storage areas. There are many products commercially available for these purposes, but the search continues for products which are more effective, less costly and environmentally safe.

A number of different types of N-[(heterocyclic)aminocarbonyl]aryl- and heteroarylsulfonamides are known as herbicides.

U.S. Pat. No. 4,391,627 discloses herbicidal sulfonamides of formula ##STR1## where W is O or S.

European Patent Application (EP-A) No. 70,698, published Jan. 26, 1983, describes herbicidal sulfonamides of formula ##STR2## where R₂ is H, C₁ -C₃ alkyl or SO₂ C₆ H₅.

EP-A No. 79,683, published May 25, 1983, discloses herbicidal sulfonamides of formula ##STR3## where Q is O, S or SO₂.

The current population explosion and concomitant world food and fiber shortage demand improvement in the efficiency of producing these crops. Preventing or minimizing loss of valuable crops by killing or inhibiting the growth of undesired vegetation is one way of improving this efficiency. Even though there are a wide variety of products useful for killing and inhibiting growth of undesired vegetation the need still exists for more effective herbicides.

SUMMARY OF THE INVENTION

This invention relates to novel compounds of Formula I, suitable agricultural compositions containing them and their method of use as general and/or selective preemergence and/or postemergence herbicides and/or plant growth regulants. In accordance with the invention the compounds of Formula I are ##STR4## wherein Q is ##STR5## W₁ is O or S; R₇ is H or CH₃ ;

R is H, C₁ -C₄ alkyl optionally substituted with 0-3 halogen atoms selected from 1-3 F, 1-2 Cl or 1 Br, C₁ -C₄ alkylthio, C₁ -C₄ alkoxy, CH₂ OCH₃, CH₂ CH₂ OCH₃ or CH₂ SCH₃ ;

R₁ is H, halogen, C₁ -C₄ alkyl, C₁ -C₃ haloalkyl, nitro, C₁ -C₃ alkoxy, di(C₁ -C₂)alkylaminosulfamoyl, C₁ -C₃ alkylthio, C₁ -C₃ haloalkoxy, C₁ -C₃ haloalkylthio, cyano, C₁ -C₃ alkylsulfinyl, C₁ -C₃ alkylsulfonyl, C₂ -C₃ alkoxycarbonyl, CH₂ OCH₃, CH₂ SCH₃ or CH₂ CN;

R₂ is H or CH₃ ;

W is O, S or NR₃ ;

R₃ is H or CH₃ ;

A is ##STR6## X is H, C₁ -C₃ alkyl, C₁ -C₃ alkoxy, C₁ -C₃ haloalkoxy, C₁ -C₃ haloalkyl, C₁ -C₃ haloalkylthio, C₁ -C₃ alkylthio, halogen, C₂ -C₃ alkoxyalkyl, C₂ -C₃ alkoxyalkoxy, amino, C₁ -C₃ alkylamino or di(C₁ -C₃)alkylamino;

Y is H, C₁ -C₃ alkyl, C₁ -C₃ alkoxy, C₁ -C₃ haloalkoxy, C₁ -C₃ haloalkylthio, C₁ -C₃ alkylthio, halogen, C₂ -C₃ alkoxyalkyl, C₂ -C₃ alkoxyalkoxy, amino, C₁ -C₃ alkylamino, di(C₁ -C₃)alkylamino, C₃ alkenyloxy, C₃ alkynyloxy, C₂ -C₃ alkynyl, C₂ -C₃ alkylthioalkyl, C₂ -C₃ alkylsulfinylalkyl, C₂ -C₃ alkylsulfonylalkyl, C₁ -C₃ haloalkyl, cyclopropyl, C(O)R₄, ##STR7## m is 2 or 3; L₁ and L₂ are independently O or S;

R₄ is H or CH₃ ;

R₅ and R₆ are independently C₁ -C₂ alkyl;

Z is CH or N;

Y₁ is O or CH₂ ;

X₁ is CH₃, OCH₃, OC₂ H₅ or OCF₂ H;

Y₂ is H or CH₃ ;

X₂ is CH₃, OCH₃ or SCH₃ ;

Y₃ is CH₃, C₂ H₅ or CH₂ CF₃ ;

X₃ is CH₃ or OCH₃ ;

X₄ is CH₃, OCH₃, OC₂ H₅, CH₂ OCH₃ or Cl; and

Y₄ is CH₃, OCH₃, OC₂ H₅ or Cl;

and their agriculturally suitable salts; provided that

(a) when W₁ is S, then R₇ is H, A is A-1 and Y is CH₃, OCH₃, OC₂ H₅, CH₂ OCH₃, C₂ H₅, CF₃, SCH₃, OCH₂ CH═CH₂, OCH₂ C.tbd.CH, OCH₂ CH₂ OCH₃, CH(OCH₃)₂ or ##STR8##

(b) when X or Y is OCF₂ H, then Z is CH;

(c) when X is F, Cl, Br or I, then Z is CH and Y is OCH₃, OC₂ H₅, OCF₂ H, NH₂, NHCH₃, N(OCH₃)CH₃ or N(CH₃)₂ ;

(d) when R₁ is di(C₁ -C₂)alkylaminosulfamoyl or C₂ -C₃ alkoxycarbonyl, then Q is Q-1 and R₁ is in the 5-position; or Q is Q-2 and R₁ is in the 6-position; and

(e) when the total number of carbon atoms of X and Y is greater than four, then the number of carbon atoms of R is less than or equal to two, and the number of carbon atoms of R₁ is less than or equal to two.

In the above definitions, the term "alkyl", used either alone or in compound words such as "alkylthio" or "haloalkyl", denotes straight chain or branched alkyl, e.g. methyl, ethyl, n-propyl or isopropyl.

Alkoxy denotes methoxy, ethoxy, n-propoxy or isopropoxy.

Alkenyl denotes straight chain or branched alkenes, e.g. 1-propenyl, 2-propenyl or 3-propenyl.

Alkynyl denotes 1-propynyl or 2-propynyl.

The term "halogen", either alone or in compound words such as "haloalkyl", denotes fluorine, chlorine, bromine or iodine.

Alkoxycarbonyl denotes methoxycarbonyl or ethoxycarbonyl.

Alkylsulfonyl denotes methylsulfonyl, ethylsulfonyl and the different propylsulfonyl isomers.

Alkylthio, alkylsulfinyl, alkylamino, etc. are defined in an analogous manner.

In terms such as C₂ -C₃ alkylthioalkyl, the specified number of carbon atoms is meant to define the total number of carbon atoms in that substituent group. For example, C₂ -C₃ alkylthioalkyl would designate CH₂ SCH₃, CH₂ SC₂ H₅, CH₂ CH₂ SCH₃ or CH(CH₃)SCH₃, and C₂ -C₅ alkoxyalkoxy would represent OCH₂ OCH₃ through O(CH₂)₄ OCH₃ or OCH₂ O(CH₂)₃ CH₃ and the various structural isomers embraced therein.

The preferred compounds for reasons of greater herbicidal efficacy and/or increased ease of synthesis are:

(1) Compounds of Formula I where W₁ is O, R₇ is H, X is CH₃, OCH₃, OC₂ H₅, halogen, OCF₂ H, CH₂ F, OCH₂ CH₂ F, OCH₂ CHF₂, OCH₂ CF₃ or CF₃, and Y is H, CH₃, OCH₃, OC₂ H₅, CH₂ OCH₃, NHCH₃, N(OCH₃)CH₃, N(CH₃)₂, C₂ H₅, CF₃, SCH₃, OCH₂ CH═CH₂, OCH₂ C.tbd.CH, C.tbd.CH, C.tbd.CCH₃, CH₂ OC₂ H₅, OCH₂ CH₂ OCH₃, CH₂ SCH₃, ##STR9## OCF₂ H, SCF₂ H or cyclopropyl;

(2) Compounds of Preferred 1 where R₁ is H, F, Cl, Br, CH₃, OCH₃, OCF₂ H, CF₃, CH₂ OCH₃ or CH₂ SCH₃, R is H or C₁ -C₂ alkyl, and Q is Q-1 or Q-2;

(3) Compounds of Preferred 2 where A is A-1, X is CH₃, OCH₃, Cl, Br or OCF₂ H, and Y is CH₃, OCH₃, CH₂ OCH₃, NHCH₃, C₂ H₅, CH(OCH₃)₂, cyclopropyl, C.tbd.CH or C.tbd.CCH₃ ;

(4) Compounds of Preferred 3 where Q is Q-1 and R₁ is H;

(5) Compounds of Preferred 3 where Q is Q-2 and R₁ is H;

(6) Compounds of Preferred 4 where W is O;

(7) Compounds of Preferred 4 where W is S;

(8) Compounds of Preferred 4 where W is NR₃ ;

(9) Compounds of Preferred 5 where W is O;

(10) Compounds of Preferred 5 where W is S;

(11) Compounds of Preferred 5 where W is NR₃ ;

(12) Compounds of Preferred 1 where A is A-1, R₁ is H, F, Cl, Br, CH₃, OCH₃, OCF₂ H, CF₃, CH₂ OCH₃ or CH₂ SCH₃, R is H or C₁ -C₂ alkyl, X is CH₃, OCH₃, Cl, Br or OCF₂ H, Y is CH₃, OCH₃, CH₂ OCH₃, NHCH₃, C₂ H₅, CH(OCH₃)₂, cyclopropyl, C.tbd.CH or C.tbd.CCH₃, and Q is Q-3 or Q-4;

(13) Compounds of Preferred 12 where Q is Q-3 and R₁ is H;

(14) Compounds of Preferred 12 where Q is Q-4 and R₁ is H;

(15) Compounds of Preferred 13 where W is O;

(16) Compounds of Preferred 13 where W is S;

(17) Compounds of Preferred 13 where W is NR₃ ;

(18) Compounds of Preferred 14 where W is O;

(19) Compounds of Preferred 14 where W is S;

(20) Compounds of Preferred 14 where W is NR₃.

Compounds of the invention specifically preferred for reasons of higher herbicidal efficacy and/or greater ease of synthesis are:

N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-methylbenzothiazole-4-sulfonamide, m.p. 187°-194° C.; and

N-[(4-methoxy-6-methyltriazin-2-yl)aminocarbonyl]-2-methylbenzothiazole-4-sulfonamide, m.p. 182.5°-183° C.

Another embodiment of the present invention includes compounds of Formula I as defined above except wherein

W₁ is O;

R₇ is H;

R is H or C₁ -C₅ alkyl;

R₁ is H, F, Cl, Br, CH₃, OCH₃ or OCF₂ H;

A is ##STR10## X is CH₃, OCH₃, OCH₂ CH₃, Cl, F, Br, I, OCF₂ H, CH₂ F, OCH₂ CH₂ F, OCH₂ CHF₂, OCH₂ CF₃ or CF₃ ; and

Y is H, CH₃, OCH₃, OC₂ H₅, CH₂ OCH₃, NHCH₃, N(OCH₃)CH₃, N(CH₃)₂, CH₂ CH₃, CF₃, SCH₃, OCH₂ CH═CH₂, OCH₂ C.tbd.CH, CH₂ OCH₂ CH₃, OCH₂ CH₂ OCH₃, ##STR11## OCF₂ H, SCF₂ H or cyclopropyl; provided that when X is Cl, F, Br or I, then Z is CH and Y is OCH₃, OC₂ H₅, N(OCH₃)CH₃, NHCH₃, N(CH₃)₂ or OCF₂ H; and their agriculturally suitable salts.

The compounds of this embodiment that are preferred for reasons of greater herbicidal efficacy and/or increased ease of synthesis are:

(1) Compounds of Formula I where Q is Q-1 and W is O or S;

(2) Compounds of Preferred 1 where A is A-1, R is H or CH₃ and R₁ is H, Cl, CH₃ or OCH₃ ;

(3) Compounds of Preferred 2 where Y is CH₃, OCH₃, CH₂ OCH₃, NHCH₃, CH₂ CH₃, CH(OCH₃)₂ or cyclopropyl;

(4) Compounds of Preferred 3 where X is CH₃, OCH₃, Cl, Br or OCF₂ H.

The compounds of the invention that are most preferred for reasons of higher herbicidal efficacy and/or greater ease of synthesis are N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-methyl-4-benzothiazolesulfonamide; and N-[(4-methoxy-6-methyl-triazin-2-yl)-aminocarbonyl]-2-methyl-4-benzothiazolesulfonamide.

DETAILED DESCRIPTION OF THE INVENTION Synthesis

The compounds of Formula I can be prepared by one or more of the procedures shown below in Equations 1, 2, and 3.

Equation 1 depicts the reaction of sulfonyl isocyanates of Formula II with the appropriate heterocyclic amines III to give the desired products of Formula I. ##STR12## wherein Q and A are as previously defined.

The reaction of Equation 1 is best carried out in an inert aprotic solvent such as methylene chloride, tetrahydrofuran, or acetonitrile at a temperature between 20° and 80° C. A catalytic amount of 1,4-diazabicyclo[2.2.2]octane (DABCO) may be used to accelerate the reaction. In cases in which the products are insoluble in the reaction solvent, they may be isolated by simple filtration. When the products are soluble, they may be isolated by evaporation of the solvent and trituration of the residue with solvents such as 1-chlorobutane, diethyl ether, or methanol, and filtration.

Compounds of Formula I can also be prepared as shown in Equation 2 by treating sulfonamides of Formula IV with the methyl ester of a pyrimidine or triazine carbamic acid of Formula V in the presence of an equimolar quantity of trimethylaluminum. ##STR13## wherein Q and A are as previously defined.

The reaction of Equation 2 is best carried out at temperatures between 25° and 83° C. in a solvent such as methylene chloride or 1,2-dichloroethane for 12 to 96 hours under an inert atmosphere. After being allowed to cool to room temperature, the reaction mixture is acidified and the desired products are isolated by either filtration or extraction with a solvent such as methylene chloride or ethyl acetate. The methyl carbamates, V, can be conveniently synthesized by treatment of the corresponding heterocyclic amines of Formula III with dimethyl carbonate or methyl chloroformate in the presence of a base such as sodium hydride or pyridine.

Alternatively, compounds of Formula I may be synthesized as shown in Equation 3 by the reaction of sulfonamides of Formula IV with the phenyl ester of an appropriate carbamic acid, VI. ##STR14## wherein Q and A are as previously defined.

The reaction shown in Equation 3 is best carried out at 25° C. in a solvent such as dioxane or acetonitrile in the presence of an equimolar quantity of a tertiary amine base such as 1,5-diazabicyclo[5.4.0]undec-5-ene (DBU). After being stirred at room temperature for one to three hours, the reaction mixture is acidified and the desired product isolated either by filtration or extraction with a solvent such as ethyl acetate or methylene chloride. The phenyl carbamates, VI, can be synthesized by treating the corresponding heterocyclic amines of Formula III with diphenyl carbonate or phenyl chloroformate in the presence of a base such as sodium hydride, pyridine, or potassium carbonate in tetrahydrofuran solution.

Sulfonyl isocyanates of Formula II can be prepared as shown in Equation 4 by the reaction of sulfonamides of general structure IV with phosgene in the presence of n-butyl isocyanate and a catalytic amount of 1,4-diazabicyclo[2.2.2]octane (DABCO). ##STR15## wherein Q is as previously defined.

The reaction shown in Equation 4 is best carried out according to the method taught in U.S. Pat. No. 4,238,621.

The requisite sulfonamides of Formula IV can be synthesized from the corresponding sulfonyl chlorides of Formula VII as outlined below in Equation 5. ##STR16## wherein Q is as previously defined.

The reaction shown in Equation 5 is most conveniently carried out by adding either excess anhydrous ammonia or concentrated ammonium hydroxide to a solution of the sulfonyl chloride, VII, in a suitable solvent such as tetrahydrofuran or diethyl ether at -30° C. to 0° C. The desired sulfonamide of Formula IV is isolated by removal of the solvent in vacuo and either crystallization from a solvent such as 1-chlorobutane or ethyl acetate, or extraction with methylene chloride or ethyl acetate; residual ammonium chloride can be removed by washing with water.

Sulfonyl chlorides of Formula VII can be prepared by one or more of the methods shown below in Equations 6, 7, 8, or 9.

Equation 6 depicts the oxidative chlorination of alkyl thioethers of Formula VIII, where W is O or NR₃, to give sulfonyl chlorides VIIa. ##STR17## wherein R₈ is C₂ -C₄ alkyl or benzyl, Q is Q-1, Q-2, Q-3, or Q-4, and W is O or NR₃.

The reaction shown in Equation 6 is best effected in a suitable solvent such as chloroform or methylene chloride; in some cases, it is advantageous to use acetic acid as solvent. The reaction is carried out in the presence of at least 2.5 equivalents of water and three equivalents of chlorine gas at temperatures between 0° and 30° C. for one to five hours. The products are most conveniently isolated by removal of the solvent in vacuo and are normally carried on to the next step without purification.

Another method for the preparation of sulfonyl chlorides, VIIb, is outlined in Equation 7 and involves the reaction of unsubstituted compounds of Formula IX with chlorosulfonic acid. ##STR18## wherein Q is Q-1, Q-2, Q-3, or Q-4, and W is S or NR₃.

The reaction of Equation 7 is best carried out by addition of the compounds IX to excess chlorosulfonic acid. The reaction mixture is then typically heated to 100°-150° C. for one to five hours, cooled to 25° C., and cautiously poured onto crushed ice. The desired sulfonyl chlorides, VIIb, are isolated by extraction with a suitable solvent such as ether, methylene chloride, or benzene, and can be carried on to the next step without purification. In cases where the sulfonyl chlorides VIIb are obtained as crystalline solids, it is often possible to remove impurities and undesired isomers by recrystallization from a solvent such as petroleum ether or hexane.

A third procedure for the synthesis of sulfonyl chlorides of Formula VIIc involves the diazotization of aniline derivatives, X, and coupling with sulfur dioxide in the presence of cupric chloride as shown in Equation 8. ##STR19## wherein Q is Q-1, Q-2, Q-3, or Q-4, and W is S or NR₃.

The reaction shown in Equation 8 is accomplished by treating a solution of the aniline X in concentrated hydrochloric acid with an aqueous solution of sodium nitrite at -5° to 5° C. After being stirred for 10-30 minutes at about 0° C. to ensure complete diazotization, the solution is added to a mixture of excess sulfur dioxide and a catalytic amount of cuprous or cupric chloride in glacial acetic acid at about 10° C. The temperature is maintained at about 10° C. for 0.25-1 hour, and is allowed to rise to 25° C. where stirring is continued for 2 to 24 hours. This solution is then poured into a large excess of ice-water. The sulfonyl chlorides VIIc can be isolated by filtraton or by extraction with a solvent such as diethyl ether, methylene chloride, or 1-chlorobutane.

Alternatively, sulfonyl chlorides of Formula VIId can be prepared as shown below in Equation 9 by treatment of aryl bromides, XI, with an organometallic reagent followed by reaction with sulfuryl chloride. ##STR20## wherein Q is Q-1 or Q-2, R is C₂ -C₅ alkyl, and

R₁ is H, F, Cl, CH₃, or OCH₃.

The reaction of Equation 9 is most conveniently carried out according to the procedure of S. N. Bhattacharya, et al., J. Chem. Soc. (C), 1265 (1968). Thus, a solution of the aryl bromide, XI, in a solvent such as diethyl ether or tetrahydrofuran is cooled to -78° C. under an inert atmosphere and treated with a slight excess of an organometallic reagent such as n-butyllithium or phenyllithium (magnesium can also be employed to generate the Grignard reagent). The mixture is stirred at temperatures between -78° and 0° C. for 30 minutes to one hour and is then quenched with excess sulfuryl chloride. After being stirred at room temperature for one to three hours, the reaction mixture is poured onto ice and the desired sufonyl chlorides, VIId, are isolated by extraction with a suitable solvent such as methylene chloride or diethyl ether. Alternatively, the reaction mixture can simply be concentrated in vacuo to give the products VIId in a state sufficiently pure to be carried directly on to the next step.

The requisite aniline derivatives of Formula X can be prepared in a straightforward manner by reduction of the corresponding nitro compounds of Formula XII as shown in Equation 10. ##STR21## wherein Q is Q-1, Q-2, Q-3, or Q-4, and W is S or NR₃.

There exists a wide variety of methods for effecting the reduction of aromatic nitro derivatives to the corresponding anilines. One of the more common procedures involves treating the nitro compounds of Formula XII with a slight excess of stannous chloride dihydrate in concentrated hydrochloric acid or ethanol solution at temperatures between 25° and 80° C. Alternatively, reduction can be accomplished with iron powder in glacial acetic acid solution as described by Hazlet and Dornfeld, J. Am. Chem. Soc., 66, 1781 (1944). For a general review, see Groggins, "Unit Processes in Organic Synthesis", McGraw-Hill Book Co., New York, 1947, pp. 73-128.

Many of the requisite intermediates mentioned above are either known in the literature or can be synthesized by methods known to one who is skilled in the art. For example, alkyl thioethers of Formula VIIIa, where Q is Q-1, can be prepared as shown in Equation 11(a) by the reaction of an appropriately substituted aniline of Formula XIIIa with a carboxylic acid or its derivatives. Similarly, compounds of Formulas IXa, XIa, and XIIa can be synthesized by the reactions shown below in Equations 11(b), 11(c), and 11(d), respectively. ##STR22## wherein R, R₁ and W are as previously defined, and R₈ is C₂ -C₄ alkyl or benzyl.

This type of procedure can also be applied to the synthesis of alkyl thioethers of Formula VIIIb, where Q is Q-2, and to the preparation of compounds of Formulas IXb, XIb, and XIIb as shown in Equation 12 (a-d). ##STR23## wherein R, R₁ and W are previously defined, and R₈ is C₂ -C₄ alkyl or benzyl.

The reactions outlined above in Equations 11(a-d) and 12(a-d) have received a great deal of study and are well precedented in the literature. Benzothiazoles (Q=Q-1 or Q-2, and W=S) can be prepared according to the procedure of Hofmann, Ber., 12, 2359 (1879); 13, 8, 1223 (1880); 20, 1798 (1887). For an excellent compilation of references dealing with the synthesis of benzothiazoles, see J. M. Sprague and A. H. Land in "Heterocyclic Compounds", Vol. 5, ed. R. C. Elderfield, John Wiley and Sons, Inc., New York, 1957, pp. 506-518. Benzoxazoles (Q=Q-1 or Q-2, and W=O) can be prepared in an analogous fashion by treatment of the appropriate o-aminophenols with a carboxylic acid or its derivatives. For a general overview of the methods known for the synthesis of benzoxazoles, see J. W. Cornforth in "Heterocyclic Compounds", Vol. 5, ed. R. C. Elderfield, Wiley, New York, 1957, pp. 420-434. Finally, benzimidazoles (Q=Q- 1 or Q-2, and W=NR₃) can be prepared by similar methods as described by E. S. Schipper and A. R. Day in "Heterocyclic Compounds", Vol. 5, ed. R. C. Elderfield, Wiley, New York, 1957, pp. 274-284.

An alternate synthesis of benzothiazoles of Formulas VIIIa, IXa, XIa, XIIa, and VIIIb, IXb, XIb and XIIb, where W is S, involves an oxidative cyclization of thioamides XVIIa and XVIIb as shown below in Equation 13(a,b). ##STR24## wherein R and R₁ are as previously defined, and R₈ is C₂ -C₄ alkyl or benzyl.

The reaction of Equation 13 is best effected according to the procedure of Jacobson, Ber., 19, 1067, 1811 (1886); 20, 1895 (1887); 22, 904 (1889); 26, 2363 (1893). This reaction often affords mixtures of regioisomeric benzothiazoles which can be separated by chromatography or recrystallization.

Many of the requisite indazoles of Formulas VIIIc, IXc, and XIIc, where Q is Q-3 or Q-4 and W is NR₃, are either known in the literature or can be synthesized by methods known to one who is skilled in the art. Equation 14(a) shows one of the more common procedures which involves cyclization of the appropriate hydrazones, XVIIIa, in the presence of a suitable base such as sodium hydroxide or potassium carbonate to give the desired products VIIIc, IXc, and XIIc. This same type of reaction can be applied to the synthesis of indazoles of Formulas VIIId, IXd, and XIId, starting from the corresponding hydrazones, XVIIIb, as shown in Equation 14(b). ##STR25## wherein R₁, R₂, and R₃ are as previously defined, R₉ is NO₂, Cl, or Br and R₈ is C₂ -C₄ alkyl or benzyl.

When R₉ is NO₂, the reactions of Equations 14 (a and b) can be most conveniently carried out according to the procedure of Reich and Gaigailian, Ber., 46, 2380 (1913); Meyer, Ber., 22, 318 (1889); and Dittrich and Meyer, Ann., 264, 131 (1891). When R₉ is Cl or Br, the reactions of Equation 14 (a and b) are best performed according to the procedure of Fries and Tampke, Ann, 454, 270 (1927). For alternate syntheses of indazoles such as VIII(c,d), IX(c,d), and XII(c,d), refer to Elderfield in "Heterocyclic Compounds", Vol. 5, ed. R. C. Elderfield, Wiley, New York, 1957, pp. 163-182.

1,2-Benzisoxazoles of Formulas VIIIe and VIIIf, where Q is Q-3 or Q-4, and W is O, can be prepared by any one of a number of well-known methods. Equation 15(a,b) outlines the reaction of ortho-substituted benzoyl compounds, such as XXa and XXb, with hydroxylamine to give the corresponding oximes, XIXa and XIXb, which are directly treated with alkali to afford the desired products, VIIIe and VIIIf, respectively. ##STR26## wherein R₁ and R₂ are as previously defined, R₈ is C₂ -C₄ alkyl or benzyl, and R₁₀ is Br, Cl, I, F, or NO₂.

The reaction of Equation 15 is best accomplished by the procedure of Cathcart and Meyer, Ber. Deut. Chem. Ges., 25, 1498(1892). A modification of this general type of reaction can also be applied to the synthesis of 1,2-benzisoxazoles; see Lindemann and Thiele, Ann. Chem., 449, 63 (1926). For a review of alternative syntheses, refer to K. -H. Wunsch and A. J. Boulton, Adv. Heterocyclic Chem., 8, 277 (1967).

1,2-Benzisothiazoles of Formulas IXe, XIIe, IXf, and XIIf, where Q is Q-3 or Q-4, and W is S, can also be prepared by one or more of several possible procedures; one such method is shown below in Equation 16(a,b). Thus, aminothiols of Formulas XXIa or XXIb are treated with an oxidizing agent such as iodine, bromine, or potassium ferricyanide to give the desired products IXe, XIIe, IXf or XIIf. ##STR27## wherein R₁ and R₂ are as previously defined.

The reaction of Equation 16 is most easily carried out according to the procedure of Goerdeler and Kandler, Chem. Ber., 92, 1679 (1959). Alternate syntheses of 1,2-benzisothiazoles have been reviewed by M. Davis in Adv. Heterocyclic Chem., 14, 43 (1972).

The synthesis of heterocyclic amines such as those represented by Formula III has been reviewed in "The Chemistry of Heterocyclic Compounds", a series published by Interscience Publ., New York and London. Aminopyrimidines are described by D. J. Brown in "The Pyrimidines", Vol. XVI of the series mentioned above which is herein incorporated by reference. The 2-amino-1,3,5-triazines of Formula III, where A is A-1 and Z is N, can be prepared according to methods described by E. M. Smolin and L. Rapaport in "s-Triazines and Derivatives", Vol. XIII.

Pyrimidines of Formula III, where A is A-1 and Y is an acetal or thioacetal substituent, can be prepared by methods taught in European Patent Appliction No. 84,224 (published July 27, 1983).

Pyrimidines of Formula III, where A is A-1 and Y is cyclopropyl or OCF₂ H, can be synthesized according to the methods taught in South African Patent Application No. 837,434 and South African Publication No. 82/5045, respectively.

Compounds of Formula III, where A is A-2 or A-3, can be prepared by procedures disclosed in U.S. Pat. No. 4,339,267.

Compounds of Formula III, where A is A-4, can be prepared by methods taught in European Patent Application No. 46,677 (published Mar. 3, 1982).

Compounds of Formula III, where A is A-5, can be prepared according to the methods taught in U.S. Pat. No. 4,421,550.

Compounds of Formula III, where A is A-6 and A-7, can be synthesized by procedures taught in U.S. Pat. No. 4,496,392 and in European Publication No. 125,864 (published Nov. 21, 1984).

Additional references dealing with the synthesis of bicyclic pyrimidines of Formula III, where A is A-2, A-3, or A-4 are Braker, Sheehan, Spitzmiller and Lott, J. Am. Chem. Soc., 69, 3072(1947); Mitler and Bhattacharya, Quart. J. Indian Chem. Soc., 4, 152 (1927); Shrage and Hitchings, J. Org. Chem., 16, 1153 (1951); Caldwell, Kornfeld and Donnell, J. Am. Chem. Soc., 63, 2188 (1941); and Fissekis, Myles and Brown, J. Org. Chem., 29, 2670 (1964). All of the above are herein incorporated by reference.

Agriculturally suitable salts of compounds of Formula I are also useful herbicides and can be prepared in a manner of ways known to the art. For example, metal salts can be made by treating compounds of Formula I with a solution of an alkali or alkaline earth metal salt having a sufficiently basic anion (e.g., hydroxide, alkoxide, carbonate or hydride). Quaternary amine salts can be made by similar techniques. Detailed examples of such techniques are given in U.S. Pat. No. 4,127,405, the disclosure of which is herein incorporated by reference.

The compounds of this invention and their preparation are further illustrated by the following examples.

EXAMPLE 1 2-Methyl-4-benzothiazolesulfonyl chloride

2-Methylbenzothiazole (50 g) was added in a slow, dropwise manner to 86 mL of chlorosulfonic acid at room temperature. When the addition was complete, the dark reaction mixture was heated at 140°-145° C. for about 3 hours. The solution was allowed to cool and was slowly added to a large excess of ice. Insoluble solids were removed by filtration and the aqueous layer was extracted with benzene. Drying and evaporation of the solvent gave an off-white solid which was shown by ¹ H NMR analysis to consist of a mixture of sulfonyl chlorides, presumably the 4-, 6-, and 7-isomers. This crude material was recrystallized three times from hexane to remove the 6-isomer as a white solid, m.p. 100°-102° C. The combined mother liquors were concentrated to give a dark yellow oil which was carried on to the next step without further purification.

EXAMPLE 2 2-Methyl-4-benzothiazolesulfonamide

A solution of 18 g of the product from Example 1 in 170 mL of tetrahydrofuran was cooled to 0° C. under an atmosphere of nitrogen and treated with 5 mL of anhydrous ammonia. The mixture was stirred at room temperature for about an hour, filtered to remove the ammonium chloride, and the filtrate concentrated in vacuo to give an off-white solid. This crude product was purified by silica gel chromatography; elution with ethyl acetate-hexanes (3:1) gave 1.9 g of 2-methyl-4-benzothiazolesulfonamide as a white powder, m.p. 236°-239° C.; NMR (DMSO-d₆ /CDCl₃): δ 2.95 (3H, s), 7.0 (2H, br s, SO₂ NH₂), 7.55 (1H, t, J=8 Hz), 8.0 (1H, dd, J=2,8 Hz), 8.2 (1H, dd, J=2,8 Hz).

EXAMPLE 3 N-[(4,6-Dimethoxypyrimidin-2-yl)aminocarbonyl]-2-methyl-4-benzothiazolesulfonamide

A solution of 0.23 g of the product from Example 2 and 0.28 g of 4,6-dimethoxypyrimidin-2-ylcarbamic acid, phenyl ester in 5 mL of dry acetonitrile was treated at room temperature with 0.15 mL of 1,5-diazabicyclo[5.4.0]undec-5-ene (DBU), added over a period of about one minute. The reaction solution was stirred at room temperature for 1.5 hour and was then diluted with 2 mL of water and acidified by the addition of 5% aqueous hydrochloric acid. The resulting precipitate was collected by filtration, washed well with water and ether, and dried. The yield of N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-methyl-4-benzothiazolesulfonamide was 0.21 g as a white powder, m.p. 187°-194° C. NMR (CDCl₃ /DMSO-d₆): δ 2.7 (3H, s), 4.05 (6H, s), 5.8 (1H, s), 7.5 (1H, t, J=8 Hz), 8.15 (1H, dd, J=2,8 Hz), 8.25 (1H, dd, J=2.8 Hz), 8.7 (1H, br s), 13.3 (1H, br s); IR(KBr): 3330, 1830, 1610, 1350, 1160 cm⁻¹.

EXAMPLE 4 3-Nitroacetanilide

A suspension of 13.8 g of 3-nitroaniline and 20 mL of triethylamine in 200 mL methylene chloride was cooled to 0° C. under a nitrogen atmosphere and treated with 10.2 g of acetyl chloride, added in a dropwise manner. The reaction mixture was allowed to warm to room temperature overnight. Removal of the volatiles in vacuo gave a crude yellow solid which was washed with 5% aqueous hydrochloric acid, water and was then dried. The yield of 3-nitroacetanilide was 17.4 g as a light yellow solid, m.p. 147°-149° C.; NMR (CDCl₃ /DMSO-d₆): δ 2.1 (3H, br s), 7.5 (1H, t, J=9 Hz), 8.0 (2H, br t), 8.6 (1H, br s) 10.1 (1H, br s); IR(KBr): 1675, 1550, 1525, 1350 cm⁻¹.

EXAMPLE 5 3-Nitrothioacetanilide

A mixture of 5 g of the product from Example 4 and 4.7 g of 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide ("Lawesson's Reagent") in 30 mL of dry toluene was heated at 100° C. under an atmosphere of nitrogen for a period of 4 hours. The solvent was removed in vacuo, the residue was taken up in diethyl ether, washed with several portions of water, dried and concentrated to give an orange solid. This crude material was purified by passage through a column of silica gel. Elution with ether-hexane (1:1) afforded 5.6 g of 3-nitrothioacetanilide as a yellow solid, m.p. 90°-93° C.; NMR (CDCl₃ /DMSO-d₆): δ 2.7 (3H, s), 7.6 (1H, t, J=8 Hz), 8.05 (1H, dd, J=2,8 Hz), 8.3 (1H, dd, J=2,8 Hz), 9.05 (1H, br s), 11.8 (1H, br s).

EXAMPLE 6 2-Methyl-7-nitrobenzothiazole

To a stirred suspension of 28.2 g of potassium ferricyanide in 39 mL water at room temperature was added, simultaneously, 41 mL of 8% aqueous sodium hydroxide and 6 g of the product from Example 5. After completion of the addition, the reaction mixture was stirred at room temperature for 1.5 hours. The insoluble solids were separated by filtration, washed with water, and then dissolved in 40 mL of 20% aqueous hydrochloric acid. After being heated on the steam bath for 15 minutes, this aqueous solution was filtered hot. The filtrate was allowed to cool and was diluted with three times its volume of cold water. The resulting solids were filtered and recrystallized from absolute ethanol to give 2.9 g of an off-white solid, m.p. 102°-105° C. Analysis by ¹ H NMR showed this material to be a mixture of the 7- and 5-nitro isomers. A second recrystallization from ethanol gave a sample of pure 2-methyl-7-nitrobenzothiazole as a white solid, m.p. 120° -121° C.; NMR(CDCl₃): δ 2.9 (3H, s), 7.7 (1H, t, J=8 Hz), 8.4 (2H, br t).

EXAMPLE 7 2-Methyl-7-aminobenzothiazole

To a solution of 3.8 g of the product from Example 6 and 8.1 g of glacial acetic acid in 56 mL absolute ethanol at reflux temperature was added 3.8 g of iron powder in small portions. The reaction mixture was heated at reflux temperature for about 36 hours, and was then cooled and filtered. The filtrate was concentrated in vacuo and the residue treated with several mL cold water to give a solid. Filtration and drying gave 2.2 g of the title compound as a tan-colored solid, m.p. 100°-101° C.; NMR (CDCl₃): δ 2.8 (3H, s), 3.9 (2H, br s), 6.65 (1H, d, J=8 Hz), 7.2 (1H, t, J=8 Hz), 7.5 (1H, d, J=8 Hz).

EXAMPLE 8 2-Methyl-7-benzothiazolesulfonamide

A suspension of 8 g of the product from Example 7 in 20 mL of concentrated hydrochloric acid was cooled to 0° C. and treated with a solution of 3.7 g sodium nitrite in 6 mL of water. After completion of the addition, the mixture was stirred at 0°-5° C. for about 15 minutes. This diazonium salt solution was then added all at once to a mixture of liquid sulfur dioxide, 2 g of cupric chloride dihydrate, and 4 mL water in 39 mL of glacial acetic acid at about 10° C.; vigorous gas evolution ensued. This reaction mixture was stirred at room temperature for another 4 hours, and was then poured into 190 mL ice-water. The resulting precipitate was collected by filtration, washed with water, and dried to give 9.2 g of 2-methyl-7-chlorosulfonylbenzothiazole as a yellow powder, m.p. 93°-97° C., dec; IR(KBr): 1380, 1175, 800, 770, 720 cm⁻¹.

EXAMPLE 9 2-Methyl-7-benzothiazolesulfonamide

A solution of 9.2 g of the product from Example 8 in 74 mL of dry tetrahydrofuran was cooled to 0° C. under nitrogen and treated with 2.5 mL of anhydrous ammonia. After being stirred at room temperature for 2 hours, the mixture was filtered and the solids collected were washed well with water and methylene chloride. The yield of 2-methylbenzothiazole-7-sulfonamide was 5.1 g as a white solid, m.p. 223°-224° C. NMR (DMSO-d₆ /CDCl₃): δ 2.9 (3H, s) 7.1-7.9 (2H, br s), 7.7 (1H, t, J=9 Hz), 8.1 (1H, br d), 8.2 (1H, br d); IR(KBr): 3300, 3000, 1350, 1160, 1150 cm⁻¹.

EXAMPLE 10 N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2-methyl-7-benzothiazolesulfonamide

A suspension of 1.5 g of the product from Example 9 in 33 mL of 1,2-dichloroethane was cooled to 0° C. under a nitrogen atmosphere and treated with 3.6 mL of trimethylaluminum (2M solution in toluene). The mixture was warmed briefly to 50°-60° C., recooled to room temperature, and treated with 1.4 g of 4-methoxy-6-methylpyrimidin-2-yl-carbamic acid, methyl ester. This reaction mixture was heated at reflux temperature for approximately 48 hours and was then cooled to 0° C. and acidified by the addition of 5% aqueous hydrochloric acid. The resulting precipitate was separated by filtration and washed with water and 1-chlorobutane. The filtrate was dried over magnesium sulfate, treated with carbon, and concentrated in vacuo to give a yellow gum. Crystallization from hot acetonitrile afforded 0.45 g of the title compound as an off-white solid, m.p. 178°-180° C.; NMR (CDCl₃): δ 2.5 (3H, s), 2.8 (3 H, s), 3.9 (3H, s), 6.3 (1H, s), 7.5-7.8 (1H, br s), 7.6 (1H, t), 8.2 (2H, br d); IR(KBr): 1710 (carbonyl stretch) cm⁻¹.

Utilizing the procedures of Equations 1-16 and Examples 1-10, the following compounds may be prepared by one skilled in the art.

                                      TABLE 1                                      __________________________________________________________________________      ##STR28##                                                                     Q  W R    R.sub.1                                                                               R.sub.2                                                                           R.sub.3                                                                           X      Y              m.p. (°C.)                 __________________________________________________________________________     Q-1                                                                               S H    H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            5-F    -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            6-Cl   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            5-Br   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            6-CH.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S C.sub.2 H.sub.5                                                                     H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S  .sub.-i-C.sub.3 H.sub.7                                                            H      -- -- CH.sub.3                                                                              OCH.sub. 3                                       Q-1                                                                               S  .sub.-t-C.sub.4 H.sub.9                                                            H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH.sub.3       190-193 (d)                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              OCH.sub.3      190-191                           Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             OCH.sub.3      187-194                           Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.2 CH.sub.3                                                                    CH.sub.3                                         Q-1                                                                               S CH.sub.3                                                                            H      -- -- Cl     OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            H      -- -- F      OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            H      -- -- Br     OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            H      -- -- I      OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCF.sub.2 H                                                                           CH.sub.3                                         Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.2 F                                                                            CH.sub.3                                         Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.2 CH.sub.2 F                                                                  CH.sub.3                                         Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.2 CHF.sub.2                                                                   CH.sub.3                                         Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub. 2 CF.sub.3                                                                   CH.sub.3                                         Q-1                                                                               S CH.sub.3                                                                            H      -- -- CF.sub.3                                                                              CH.sub.3                                         Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              H                                                Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH.sub.2 OCH.sub.3                               Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              NHCH.sub.3                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              N(OCH.sub.3)CH.sub.3                             Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              N(CH.sub.3).sub.2                                Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH.sub.2 CH.sub.3                                Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              SCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              OCH.sub.2 CHCH.sub.2                             Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              OCH.sub.2 CCH                                    Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH.sub.2 OCH.sub.2 CH.sub.3                      Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              OCH.sub.2 CH.sub.2 OCH.sub.3                     Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH.sub.2 SCH.sub.3                               Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CHO                                              Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              COCH.sub.3                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(OCH.sub.3).sub.2                              Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(OCH.sub.3)SCH.sub.3                           Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(OCH.sub.2 CH.sub.3)SCH.sub.3                  Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(OCH.sub.2 CH.sub.3)OCH.sub.3                  Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(OCH.sub.3).sub.2 CH.sub.3                      Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(OCH.sub.3)(SCH.sub.3)CH.sub.3                  Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR29##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR30##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR31##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR32##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR33##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR34##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR35##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR36##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              SCF.sub. 2 H                                     Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR37##                                       Q-1                                                                               O H    H      -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            5-F    -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            6-Cl   -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            5-Br   -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            6-CH.sub.3                                                                            -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            5-OCH.sub.3                                                                           -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            6-OCF.sub.2 H                                                                         -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O C.sub.2 H.sub.5                                                                     H      -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O  .sub.-i-C.sub.3 H.sub.7                                                            H      -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O  .sub.-t-C.sub.4 H.sub.9                                                            H      -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    H      -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-F    -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub. 3                                                                           6-Cl   -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-Br   -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            6-CH.sub.3                                                                            -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-OCH.sub.3                                                                           -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            6-OCF.sub.2 H                                                                         -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N C.sub.2 H.sub.5                                                                     H      -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N  .sub.-i-C.sub.3 H.sub.7                                                            H      -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N  .sub.-t-C.sub.4 H.sub.9                                                            H      -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-2                                                                               S H    H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH.sub.3                                         Q-2                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              OCH.sub.3      178-180                           Q-2                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             OCH.sub.3      175-180                           Q-2                                                                               S CH.sub.3                                                                            5-F    -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            6-Cl   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            5-Br   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            6-CH.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S C.sub.2 H.sub.5                                                                     H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S  .sub.-i-C.sub.3 H.sub.7                                                            H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S  .sub.-t-C.sub.4 H.sub.9                                                            H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O H    H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            5-F    -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            6-Cl   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            5-Br   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            6-CH.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                              OCH.sub. 3                                       Q-2                                                                               O CH.sub.3                                                                            6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O C.sub.2 H.sub.5                                                                     H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O  .sub.-i-C.sub.3 H.sub.7                                                            H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O  .sub.-t-C.sub.4 H.sub.9                                                            H      -- -- CH.sub.3                                                                              CH.sub.3                                         Q-2                                                                               O  .sub.-t-C.sub.4 H.sub.9                                                            H      -- -- CH.sub.3                                                                              OCH.sub.3      171-175                           Q-2                                                                               O  .sub.-t-C.sub.4 H.sub.9                                                            H      -- -- OCH.sub.3                                                                             OCH.sub.3      130-133                           Q-2                                                                               N H    H      -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-F    -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            6-Cl   -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-Br   -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            6-CH.sub.3                                                                            -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-OCH.sub.3                                                                           -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            6-OCF.sub.2 H                                                                         -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N C.sub.2 H.sub.5                                                                     H      -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N  .sub.-i-C.sub.3 H.sub.7                                                            H      -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N  .sub.-t-C.sub.4 H.sub.9                                                            H      -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   H      H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   H      CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-F    H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   6-Cl   H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-Br   H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   6-CH.sub.3                                                                            H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-OCH.sub.3                                                                           H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   6-OCF.sub.2 H                                                                         H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   H      H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   H      CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   5-F    H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   6-Cl   H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   5-Br   H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   6-CH.sub.3                                                                            H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   5-OCH.sub.3                                                                           H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   6-OCF.sub.2 H                                                                         H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   H      H  CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   H      CH.sub.3                                                                          H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   5-F    H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   6-Cl   H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   5-Br   H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   6-CH.sub.3                                                                            H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   5-OCH.sub.3                                                                           H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   6-OCF.sub.2 H                                                                         H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   H      H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   H      CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-F    H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   6-Cl   H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-Br   H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   6-CH.sub.3                                                                            H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-OCH.sub.3                                                                           H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   6-OCF.sub.2 H                                                                         H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   H      H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   H      CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   5-F    H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   6-Cl   H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   5-Br   H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   6-CH.sub.3                                                                            H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   5-OCH.sub.3                                                                           H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   6-OCF.sub.2 H                                                                         H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   H      H  CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   H      CH.sub.3                                                                          H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   5-F    H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   6-Cl   H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   5-Br   H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   6-CH.sub.3                                                                            H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   5-OCH.sub.3                                                                           H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   6-OCF.sub.2 H                                                                         H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(OCH.sub.2 CH.sub.3).sub.2                     Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(OCH.sub.3)SCH.sub.2 CH.sub.3                  Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(OCH.sub.2 CH.sub.3)SCH.sub.2 CH.sub.3         Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(SCH.sub.3).sub.2                              Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(SCH.sub.2 CH.sub.3).sub.2                     Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(SCH.sub.2 CH.sub.3)SCH.sub.3                  Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(OCH.sub.2 CH.sub.3).sub.2 CH.sub.3             Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(OCH.sub.3)(OCH.sub.2 CH.sub.3)CH.sub.3         Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(OCH.sub.3)(SCH.sub.2 CH.sub.3)CH.sub.3         Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(OCH.sub.2 CH.sub.3)(SCH.sub.3)CH.sub.3         Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(OCH.sub.2 CH.sub.3)(SCH.sub.2 CH.sub.3)CH.                                   sub.3                                            Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(SCH.sub.3).sub.2 CH.sub.3                      Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(SCH.sub.2 CH.sub.3).sub.2 CH.sub.3             Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(SCH.sub.2 CH.sub.3)(SCH.sub.3)CH.sub.3         Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR38##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR39##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR40##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR41##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR42##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR43##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR44##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR45##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR46##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR47##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CCH                                              Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CCCH.sub.3                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             CH.sub.2 OCH.sub.3                               Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             NHCH.sub.3                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             CH.sub.2 CH.sub.3                                Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             CH(OCH.sub.3).sub.2                              Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                              ##STR48##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             CCH                                              Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             C CCH.sub.3                                      Q-1                                                                               S CH.sub.3                                                                            H      -- -- Cl     NHCH.sub.3                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- Br     NHCH.sub.3                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCF.sub.2 H                                                                           OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCF.sub.2 H                                                                           CH.sub.2 OCH.sub.3                               Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCF.sub.2 H                                                                           NHCH.sub.3                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCF.sub.2 H                                                                           CH.sub.2 CH.sub.3                                Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCF.sub.2 H                                                                           CH(OCH.sub.3).sub.2                              Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCF.sub.2 H                                                                            ##STR49##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCF.sub.2 H                                                                           CCH                                              Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCF.sub.2 H                                                                           CCCH.sub.3                                       Q-1                                                                               S CH.sub.3                                                                            5-CF.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            6-CH.sub.2 OCH.sub. 3                                                                 -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S H    5-F    -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S H    6-Cl   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S H    5-Br   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S H    6-CH.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S H    5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S H    6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S H    5-CF.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S H    6-CH.sub.2 OCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S H    5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   5-F    -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   6-Cl   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   5-Br   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   6-CH.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   5-CF.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   6-CH.sub.2 OCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               O H    5-F    -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O H    6-Cl   -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O H    5-Br   -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O H    6-CH.sub.3                                                                            -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O H    5-OCH.sub.3                                                                           -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O H    6-OCF.sub.2 H                                                                         -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O H    5-CF.sub.3                                                                            -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O H    6-CH.sub.2 OCH.sub.3                                                                  -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O H    5-CH.sub.2 SCH.sub.3                                                                  -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            5-CF.sub.3                                                                            -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            6-CH.sub.2 OCH.sub.3                                                                  -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            5-CH.sub.2 SCH.sub.3                                                                  -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub.3                                                                   5-F    -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub.3                                                                   6-Cl   -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub.3                                                                   5-Br   -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub.3                                                                   6-CH.sub.3                                                                            -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub.3                                                                   5-OCH.sub.3                                                                           -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub.3                                                                   6-OCF.sub.2 H                                                                         -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub.3                                                                   5-CF.sub.3                                                                            -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub.3                                                                   5-CH.sub.2 OCH.sub.3                                                                  -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub.3                                                                   6-CH.sub.2 SCH.sub.3                                                                  -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    H      -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-F    -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    6-Cl   -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-Br   -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    6-CH.sub.3                                                                            -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-OCH.sub.3                                                                           -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    6-OCF.sub.2 H                                                                         -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-CF.sub.3                                                                            -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    6-CH.sub.2 OCH.sub.3                                                                  -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-CH.sub.2 SCH.sub.3                                                                  -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    6-F    -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-Cl   -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    6-Br   -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-CH.sub.3                                                                            -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    6-OCH.sub.3                                                                           -- CH.sub.3                                                                          OCH.sub. 3                                                                            OCH.sub.3                                        Q-1                                                                               N H    5-OCF.sub.2 H                                                                         -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    6-CF.sub.3                                                                            -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-CH.sub.2 OCH.sub.3                                                                  -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    6-CH.sub.2 SCH.sub.3                                                                  -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            H      -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-CF.sub.3                                                                            -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            6-CH.sub.2 OCH.sub.3                                                                  -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-CH.sub.2 SCH.sub.3                                                                  -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            H      -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-F    -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            6-Cl   -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-Br   -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            6-CH.sub.3                                                                            -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-OCH.sub.3                                                                           -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub. 3                                                                           6-OCF.sub.2 H                                                                         -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-CF.sub.3                                                                            -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            6-CH.sub.2 OCH.sub.3                                                                  -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-CH.sub.2 SCH.sub.3                                                                  -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-F    -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   6-Cl   -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-Br   -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   6-CH.sub.3                                                                            -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-OCH.sub.3                                                                           -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   6-OCF.sub.2 H                                                                         -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-CF.sub.3                                                                            -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   6-CH.sub.2 OCH.sub.3                                                                  -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-CH.sub.2 SCH.sub.3                                                                  -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub. 3                                                                  H      -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-F    -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   6-Cl   -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-Br   -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   6-CH.sub.3                                                                            -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-OCH.sub.3                                                                           -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   6-OCF.sub.2 H                                                                         -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-CF.sub.3                                                                            -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   6-CH.sub.2 OCH.sub.3                                                                  -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-CH.sub.2 SCH.sub.3                                                                  -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            5-CF.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            6-CH.sub.2 OCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    5-F    -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    6-Cl   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    5-Br   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    6-CH.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    5-CF.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    6-CH.sub.2 OCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   5-F    -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   6-Cl   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   5-Br   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   6-CH.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   5-CF.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   6-CH.sub.2 OCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            5-CF.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            6-CH.sub.2 OCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N H    H      -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            H      -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-CF.sub.3                                                                            -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            6-CH.sub.2 OCH.sub.3                                                                  -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-CH.sub.2 SCH.sub.3                                                                  -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-F    -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            6-Cl   -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-Br   -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            6-CH.sub.3                                                                            -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-OCH.sub.3                                                                           -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            6-OCF.sub.2 H                                                                         -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-CF.sub.3                                                                            -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            6-CH.sub.2 OCH.sub.3                                                                  -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-CH.sub.2 SCH.sub.3                                                                  -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.2 CH.sub.3                                                                   H      -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-CF.sub.3                                                                            H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   6-CH.sub.2 OCH.sub.3                                                                  H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-CH.sub.2 SCH.sub.3                                                                  H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-F    CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   6-Cl   CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-Br   CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   6-CH.sub.3                                                                            CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-OCH.sub.3                                                                           CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   6-OCF.sub.2 H                                                                         CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-CF.sub.3                                                                            CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   6-CH.sub.2 OCH.sub.3                                                                  CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-CH.sub.2 SCH.sub.3                                                                  CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   6-CF.sub.3                                                                            H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   5-CH.sub.2 OCH.sub.3                                                                  H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   6-CH.sub.2 SCH.sub.3                                                                  H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   5-CF.sub.3                                                                            H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   6-CH.sub.2 OCH.sub.3                                                                  H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   5-CH.sub.2 SCH.sub.3                                                                  H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   H      H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-CF.sub.3                                                                            H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   6-CH.sub.2 OCH.sub.3                                                                  H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-CH.sub.2 SCH.sub.3                                                                  H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-F    CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   6-Cl   CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-Br   CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   6-CH.sub.3                                                                            CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-OCH.sub.3                                                                           CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   6-OCF.sub.2 H                                                                         CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-CF.sub.3                                                                            CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   6-CH.sub.2 OCH.sub.3                                                                  CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-CH.sub.2 SCH.sub.3                                                                  CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   5-CF.sub.3                                                                            H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   6-CH.sub.2 OCH.sub.3                                                                  H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   5-CH.sub.2 SCH.sub.3                                                                  H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   H      H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   5-CF.sub.3                                                                            H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   6-CH.sub.2 OCH.sub.3                                                                  H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   5-CH.sub.2 SCH.sub.3                                                                  H  H  CH.sub.3                                                                              OCH.sub.3                                        __________________________________________________________________________

                                      TABLE 2                                      __________________________________________________________________________      ##STR50##                                                                     Q  W R    R.sub.1                                                                               R.sub.2                                                                           R.sub.3                                                                           X      Y              m.p. (°C.)                 __________________________________________________________________________     Q-1                                                                               S H    H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            5-F    -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            6-Cl   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            5-Br   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            6-CH.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S C.sub.2 H.sub.5                                                                     H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S  .sub.-i-C.sub.3 H.sub.7                                                            H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S  .sub.-t-C.sub.4 H.sub.9                                                            H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH.sub.3                                         Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              OCH.sub.3      182.5-183                         Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             OCH.sub.3      182-185                           Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.2 CH.sub.3                                                                    CH.sub.3                                         Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.2 F                                                                            CH.sub.3                                         Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.2 CH.sub.2 F                                                                  CH.sub.3                                         Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.2 CHF.sub.2                                                                   CH.sub.3                                         Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.2 CF.sub.3                                                                    CH.sub.3                                         Q-1                                                                               S CH.sub.3                                                                            H      -- -- CF.sub.3                                                                              CH.sub.3                                         Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              H                                                Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH.sub.2 OCH.sub.3                               Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              NHCH.sub.3                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              N(OCH.sub.3)CH.sub.3                             Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              N(CH.sub.3).sub.2                                Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH.sub.2 CH.sub.3                                Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              SCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              OCH.sub.2 CHCH.sub.2                             Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              OCH.sub.2 CCH                                    Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH.sub.2 OCH.sub.2 CH.sub.3                      Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              OCH.sub.2 CH.sub.2 OCH.sub.3                     Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH.sub.2 SCH.sub.3                               Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CHO                                              Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              COCH.sub.3                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(OCH.sub.3).sub.2                              Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(OCH.sub.3)SCH.sub. 3                          Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(OCH.sub.2 CH.sub.3)SCH.sub.3                  Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(OCH.sub.2 CH.sub.3)OCH.sub.3                  Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(OCH.sub.3).sub.2 CH.sub.3                      Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(OCH.sub.3)(SCH.sub.3)CH.sub.3                  Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR51##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR52##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR53##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR54##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR55##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR56##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR57##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR58##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              SCF.sub.2 H                                      Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR59##                                       Q-1                                                                               O H    H      -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            5-F    -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            6-Cl   -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            5-Br   -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            6-CH.sub.3                                                                            -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            5-OCH.sub.3                                                                           -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            6-OCF.sub.2 H                                                                         -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O C.sub.2 H.sub.5                                                                     H      -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O  .sub.-i-C.sub.3 H.sub.7                                                            H      -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O  .sub.-t-C.sub.4 H.sub.9                                                            H      -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    H      -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-F    -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            6-Cl   -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-Br   -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            6-CH.sub.3                                                                            -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-OCH.sub.3                                                                           -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            6-OCF.sub.2 H                                                                         -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N C.sub.2 H.sub.5                                                                     H      -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N  .sub.-i-C.sub.3 H.sub.7                                                            H      -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N  .sub.-t-C.sub.4 H.sub.9                                                            H      -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-2                                                                               S H    H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH.sub.3                                         Q-2                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             OCH.sub.3      152-156 (d)                       Q-2                                                                               S CH.sub.3                                                                            5-F    -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            6-Cl   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            5-Br   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            6-CH.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S C.sub.2 H.sub.5                                                                     H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S  .sub.- i-C.sub.3 H.sub.7                                                           H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S  .sub.-t-C.sub.4 H.sub.9                                                            H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O H    H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            5-F    -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            6-Cl   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            5-Br   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            6-CH.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O C.sub.2 H.sub.5                                                                     H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O  .sub.-i-C.sub.3 H.sub.7                                                            H      -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O  .sub.-t-C.sub.4 H.sub.9                                                            H      -- -- CH.sub.3                                                                              CH.sub.3                                         Q-2                                                                               O  .sub. -t-C.sub.4 H.sub.9                                                           H      -- -- CH.sub.3                                                                              OCH.sub.3      149-153                           Q-2                                                                               O  .sub.-t-C.sub.4 H.sub.9                                                            H      -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-2                                                                               N H    H      -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-F    -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            6-Cl   -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-Br   -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            6-CH.sub.3                                                                            -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-OCH.sub.3                                                                           -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            6-OCF.sub.2 H                                                                         -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N C.sub.2 H.sub.5                                                                     H      -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N  .sub.-i-C.sub.3 H.sub.7                                                            H      -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N  .sub.-t-C.sub.4 H.sub.9                                                            H      -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   H      H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   H      CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-F    H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   6-Cl   H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-Br   H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   6-CH.sub.3                                                                            H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-OCH.sub.3                                                                           H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   6-OCF.sub.2 H                                                                         H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   H      H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   H      CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   5-F    H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   6-Cl   H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   5-Br   H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   6-CH.sub.3                                                                            H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   5-OCH.sub.3                                                                           H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   6-OCF.sub.2 H                                                                         H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   H      H  CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   H      CH.sub.3                                                                          H  CH.sub. 3                                                                             OCH.sub.3                                        Q-3                                                                               N --   5-F    H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   6-Cl   H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   5-Br   H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   6-CH.sub.3                                                                            H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   5-OCH.sub.3                                                                           H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   6-OCF.sub.2 H                                                                         H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   H      H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   H      CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-F    H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   6-Cl   H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-Br   H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   6-CH.sub.3                                                                            H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-OCH.sub.3                                                                           H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   6-OCF.sub.2 H                                                                         H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   H      H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   H      CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   5-F    H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   6-Cl   H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   5-Br   H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   6-CH.sub.3                                                                            H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   5-OCH.sub.3                                                                           H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   6-OCF.sub.2 H                                                                         H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   H      H  CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   H      CH.sub.3                                                                          H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   5-F    H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   6-Cl   H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   5-Br   H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   6-CH.sub.3                                                                            H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   5-OCH.sub.3                                                                           H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   6-OCF.sub.2 H                                                                         H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(OCH.sub.2 CH.sub.3).sub.2                     Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(OCH.sub.3)SCH.sub. 2 CH.sub.3                 Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(OCH.sub.2 CH.sub.3)SCH.sub.2 CH.sub.3         Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(SCH.sub.3).sub.2                              Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(SCH.sub.2 CH.sub.3).sub.2                     Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CH(SCH.sub.2 CH.sub.3)SCH.sub.3                  Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(OCH.sub.2 CH.sub.3).sub.2 CH.sub.3             Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(OCH.sub.3)(OCH.sub.2 CH.sub.3)CH.sub.3         Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(OCH.sub.3)(SCH.sub.2 CH.sub.3)CH.sub.3         Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(OCH.sub.2 CH.sub.3)(SCH.sub.3)CH.sub.3         Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(OCH.sub.2 CH.sub.3)(SCH.sub.2 CH.sub.3)CH.                                   sub.3                                            Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(SCH.sub.3).sub.2 CH.sub.3                      Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(SCH.sub.2 CH.sub.3 ).sub.2 CH.sub.3            Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              C(SCH.sub.2 CH.sub.3)(SCH.sub.3)CH.sub.3         Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR60##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR61##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR62##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR63##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR64##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR65##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR66##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR67##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR68##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                               ##STR69##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CCH                                              Q-1                                                                               S CH.sub.3                                                                            H      -- -- CH.sub.3                                                                              CCCH.sub.3                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             CH.sub.2 OCH.sub.3                               Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             NHCH.sub.3                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             CH.sub.2 CH.sub.3                                Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             CH(OCH.sub.3).sub.2                              Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                              ##STR70##                                       Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             CCH                                              Q-1                                                                               S CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             CCCH.sub.3                                       Q-1                                                                               S CH.sub.3                                                                            5-CF.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            6-CH.sub.2 OCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.3                                                                            5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S H    5-F    -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S H    6-Cl   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S H    5-Br   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S H    6-CH.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub. 3                                       Q-1                                                                               S H    5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S H    6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S H    5-CF.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S H    6-CH.sub.2 OCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S H    5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   5-F    -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   6-Cl   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   5-Br   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   6-CH.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   5-CF.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   6-CH.sub.2 OCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               S CH.sub.2 CH.sub.3                                                                   5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-1                                                                               O H    5-F    -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O H    6-Cl   -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O H    5-Br   -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O H    6-CH.sub.3                                                                            -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O H    5-OCH.sub.3                                                                           -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O H    6-OCF.sub.2 H                                                                         -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O H    5-CF.sub.3                                                                            -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O H    6-CH.sub.2 OCH.sub.3                                                                  -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O H    5-CH.sub.2 SCH.sub.3                                                                  -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            H      -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            5-CF.sub.3                                                                            -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            6-CH.sub.2 OCH.sub.3                                                                  -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.3                                                                            5-CH.sub.2 SCH.sub.3                                                                  -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub. 3                                                                  5-F    -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub.3                                                                   6-Cl   -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub.3                                                                   5-Br   -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub.3                                                                   6-CH.sub.3                                                                            -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub.3                                                                   5-OCH.sub.3                                                                           -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub.3                                                                   6-OCF.sub.2 H                                                                         -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub.3                                                                   5-CF.sub.3                                                                            -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub.3                                                                   5-CH.sub.2 OCH.sub.3                                                                  -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               O CH.sub.2 CH.sub.3                                                                   6-CH.sub.2 SCH.sub.3                                                                  -- -- OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    H      -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-F    -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    6-Cl   -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-Br   -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    6-CH.sub.3                                                                            -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-OCH.sub.3                                                                           -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    6-OCF.sub.2 H                                                                         -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-CF.sub.3                                                                            -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    6-CH.sub.2 OCH.sub.3                                                                  -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-CH.sub.2 SCH.sub.3                                                                  -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-F    -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    6-Cl   -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-Br   -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    6-CH.sub.3                                                                            -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-OCH.sub.3                                                                           -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    6-OCF.sub.2 H                                                                         -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-CF.sub.3                                                                            -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    6-CH.sub.2 OCH.sub.3                                                                  -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N H    5-CH.sub.2 SCH.sub.3                                                                  -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            H      -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-CF.sub.3                                                                            -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            6-CH.sub.2 OCH.sub.3                                                                  -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-CH.sub.2 SCH.sub.3                                                                  -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            H      -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-F    -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            6-Cl   -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-Br   -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            6-CH.sub.3                                                                            -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-OCH.sub.3                                                                           -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            6-OCF.sub.2 H                                                                         -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-CF.sub.3                                                                            -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            6-CH.sub.2 OCH.sub.3                                                                  -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.3                                                                            5-CH.sub.2 SCH.sub.3                                                                  -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-F    -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   6-Cl   -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-Br   -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   6-CH.sub.3                                                                            -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-OCH.sub.3                                                                           -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   6-OCF.sub.2 H                                                                         -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-CF.sub.3                                                                            -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   6-CH.sub.2 OCH.sub.3                                                                  -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-CH.sub.2 SCH.sub.3                                                                  -- H  OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   H      -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-F    -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   6-Cl   -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-Br   -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   6-CH.sub.3                                                                            -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-OCH.sub.3                                                                           -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   6-OCF.sub.2 H                                                                         -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-CF.sub.3                                                                            -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   6-CH.sub.2 OCH.sub.3                                                                  -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-1                                                                               N CH.sub.2 CH.sub.3                                                                   5-CH.sub.2 SCH.sub.3                                                                  -- CH.sub.3                                                                          OCH.sub.3                                                                             OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            5-CF.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            6-CH.sub.2 OCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.3                                                                            5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    5-F    -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    6-Cl   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    5-Br   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    6-CH.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    5-CF.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    6-CH.sub.2 OCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S H    5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   5-F    -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   6-Cl   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   5-Br   -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   6-CH.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   5-CF.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   6-CH.sub.2 OCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               S CH.sub.2 CH.sub.3                                                                   5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            5-CF.sub.3                                                                            -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            6-CH.sub.2 OCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               O CH.sub.3                                                                            5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N H    H      -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            H      -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-CF.sub.3                                                                            -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            6-CH.sub.2 OCH.sub.3                                                                  -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-CH.sub.2 SCH.sub.3                                                                  -- H  CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            6-F    -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-Cl   -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            6-Br   -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-CH.sub.3                                                                            -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            6-OCH.sub.3                                                                           -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-OCF.sub.2 H                                                                         -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            6-CF.sub.3                                                                            -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            5-CH.sub.2 OCH.sub.3                                                                  -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.3                                                                            6-CH.sub.2 SCH.sub.3                                                                  -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-2                                                                               N CH.sub.2 CH.sub.3                                                                   H      -- CH.sub.3                                                                          CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-CF.sub.3                                                                            H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   6-CH.sub.2 OCH.sub.3                                                                  H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-CH.sub.2 SCH.sub.3                                                                  H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-F    CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   6-Cl   CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-Br   CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   6-CH.sub.3                                                                            CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-OCH.sub.3                                                                           CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   6-OCF.sub.2 H                                                                         CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-CF.sub.3                                                                            CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   6-CH.sub.2 OCH.sub.3                                                                  CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               S --   5-CH.sub.2 SCH.sub.3                                                                  CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   6-CF.sub.3                                                                            H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   5-CH.sub.2 OCH.sub.3                                                                  H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               O --   6-CH.sub.2 SCH.sub.3                                                                  H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   5-CF.sub.3                                                                            H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   6-CH.sub.2 OCH.sub.3                                                                  H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   5-CH.sub.2 SCH.sub.3                                                                  H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-3                                                                               N --   H      H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-CF.sub.3                                                                            H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   6-CH.sub.2 OCH.sub.3                                                                  H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-CH.sub.2 SCH.sub.3                                                                  H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-F    CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   6-Cl   CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-Br   CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   6-CH.sub.3                                                                            CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-OCH.sub.3                                                                           CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   6-OCF.sub.2 H                                                                         CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-CF.sub.3                                                                            CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   6-CH.sub.2 OCH.sub.3                                                                  CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               S --   5-CH.sub.2 SCH.sub.3                                                                  CH.sub.3                                                                          -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   6-CF.sub.3                                                                            H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   5-CH.sub.2 OCH.sub.3                                                                  H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               O --   6-CH.sub.2 SCH.sub.3                                                                  H  -- CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   H      H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   5-CF.sub.3                                                                            H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   6-CH.sub.2 OCH.sub.3                                                                  H  H  CH.sub.3                                                                              OCH.sub.3                                        Q-4                                                                               N --   5-CH.sub.2 SCH.sub.3                                                                  H  H  CH.sub.3                                                                              OCH.sub.3                                        __________________________________________________________________________

                  TABLE 3                                                          ______________________________________                                          ##STR71##                                                                     m.p. (°C.)                                                              Q    W     R       R.sub.1  R.sub.2                                                                             R.sub.3                                                                             X.sub.1  Y.sub.1                         ______________________________________                                         Q-1  S     H       H        --   --   CH.sub.3                                                                               O                                Q-1  S     CH.sub.3                                                                               5-F      --   --   CH.sub.3                                                                               O                                Q-1  S     CH.sub.3                                                                               6-Cl     --   --   CH.sub.3                                                                               O                                Q-1  S     CH.sub.3                                                                               5-Br     --   --   CH.sub.3                                                                               O                                Q-1  S     CH.sub.3                                                                               6-CH.sub.3                                                                              --   --   CH.sub.3                                                                               CH.sub.2                         Q-1  S     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   --   CH.sub.3                                                                               CH.sub.2                         Q-1  S     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   --   CH.sub.3                                                                               CH.sub.2                         Q-1  S     C.sub.2 H.sub.5                                                                        H        --   --   CH.sub.3                                                                               O                                Q-1  S      .sub.-i-C.sub.3 H.sub.7                                                               H        --   --   CH.sub.3                                                                               O                                Q-1  S      .sub.-t-C.sub.4 H.sub.9                                                               H        --   --   CH.sub.3                                                                               CH.sub.2                         Q-1  S     CH.sub.3                                                                               H        --   --   OCH.sub.3                                                                              O                                Q-1  S     CH.sub.3                                                                               H        --   --   OCH.sub.2 CH.sub.3                                                                     O                                Q-1  S     CH.sub.3                                                                               H        --   --   OCF.sub.2 H                                                                            O                                Q-1  O     H       H        --   --   OCH.sub.3                                                                              O                                Q-1  O     CH.sub.3                                                                               5-F      --   --   OCH.sub.3                                                                              O                                Q-1  O     CH.sub.3                                                                               6-Cl     --   --   OCH.sub.3                                                                              O                                Q-1  O     CH.sub.3                                                                               5-Br     --   --   OCH.sub.3                                                                              O                                Q-1  O     CH.sub.3                                                                               6-CH.sub.3                                                                              --   --   OCH.sub.3                                                                              CH.sub.2                         Q-1  O     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   --   OCH.sub.3                                                                              CH.sub.2                         Q-1  O     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   --   OCH.sub.3                                                                              CH.sub.2                         Q-1  O     C.sub.2 H.sub.5                                                                        H        --   --   OCH.sub.3                                                                              CH.sub.2                         Q-1  O      .sub.-i-C.sub.3 H.sub.7                                                               H        --   --   OCH.sub.3                                                                              O                                Q-1  O      .sub.-t-C.sub.4 H.sub.9                                                               H        --   --   OCH.sub.3                                                                              O                                Q-1  N     H       H        --   CH.sub.3                                                                            CH.sub.3                                                                               O                                Q-1  N     CH.sub.3                                                                               5-F      --   H    CH.sub.3                                                                               O                                Q-1  N     CH.sub.3                                                                               6-Cl     --   H    CH.sub.3                                                                               O                                Q-1  N     CH.sub.3                                                                               5-Br     --   H    CH.sub.3                                                                               O                                Q-1  N     CH.sub.3                                                                               6-CH.sub.3                                                                              --   H    CH.sub.3                                                                               O                                Q-1  N     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   H    CH.sub.3                                                                               O                                Q-1  N     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   H    CH.sub.3                                                                               O                                Q-1  N     C.sub.2 H.sub.5                                                                        H        --   H    CH.sub.3                                                                               CH.sub.2                         Q-1  N      .sub.-i-C.sub.3 H.sub.7                                                               H        --   H    CH.sub.3                                                                               CH.sub.2                         Q-1  N      .sub.-t-C.sub.4 H.sub.9                                                               H        --   H    CH.sub.3                                                                               CH.sub.2                         Q-2  S     H       H        --   --   CH.sub.3                                                                               CH.sub.2                         Q-2  S     CH.sub.3                                                                               5-F      --   --   CH.sub.3                                                                               CH.sub.2                         Q-2  S     CH.sub.3                                                                               6-Cl     --   --   CH.sub.3                                                                               CH.sub.2                         Q-2  S     CH.sub.3                                                                               5-Br     --   --   CH.sub.3                                                                               CH.sub.2                         Q-2  S     CH.sub.3                                                                               6-CH.sub.3                                                                              --   --   CH.sub.3                                                                               CH.sub.2                         Q-2  S     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   --   CH.sub.3                                                                               CH.sub.2                         Q-2  S     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   --   CH.sub. 3                                                                              O                                Q-2  S     C.sub.2 H.sub.5                                                                        H        --   --   CH.sub.3                                                                               O                                Q-2  S      .sub.-i-C.sub.3 H.sub.7                                                               H        --   --   CH.sub.3                                                                               O                                Q-2  S      .sub.-t-C.sub.4 H.sub.9                                                               H        --   --   CH.sub.3                                                                               O                                Q-2  O     H       H        --   --   CH.sub.3                                                                               O                                Q-2  O     CH.sub.3                                                                               5-F      --   --   CH.sub.3                                                                               O                                Q-2  O     CH.sub.3                                                                               6-Cl     --   --   CH.sub.3                                                                               O                                Q-2  O     CH.sub.3                                                                               5-Br     --   --   CH.sub.3                                                                               O                                Q-2  O     CH.sub.3                                                                               6-CH.sub.3                                                                              --   --   CH.sub.3                                                                               O                                Q-2  O     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   --   CH.sub.3                                                                               O                                Q-2  O     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   --   CH.sub.3                                                                               O                                Q-2  O     C.sub.2 H.sub.5                                                                        H        --   --   CH.sub.3                                                                               CH.sub.2                         Q-2  O      .sub.-i-C.sub.3 H.sub.7                                                               H        --   --   CH.sub.3                                                                               CH.sub.2                         Q-2  O      .sub.-t-C.sub.4 H.sub.9                                                               H        --   --   CH.sub.3                                                                               CH.sub.2                         Q-2  N     H       H        --   CH.sub.3                                                                            CH.sub.3                                                                               CH.sub.2                         Q-2  N     CH.sub.3                                                                               5-F      --   H    CH.sub. 3                                                                              CH.sub.2                         Q-2  N     CH.sub.3                                                                               6-Cl     --   H    CH.sub.3                                                                               CH.sub.2                         Q-2  N     CH.sub.3                                                                               5-Br     --   H    CH.sub.3                                                                               CH.sub.2                         Q-2  N     CH.sub.3                                                                               6-CH.sub.3                                                                              --   H    CH.sub.3                                                                               CH.sub.2                         Q-2  N     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   H    CH.sub.3                                                                               CH.sub.2                         Q-2  N     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   H    CH.sub.3                                                                               CH.sub.2                         Q-2  N     C.sub.2 H.sub.5                                                                        H        --   H    CH.sub.3                                                                               O                                Q-2  N      .sub.-i-C.sub.3 H.sub.7                                                               H        --   H    CH.sub.3                                                                               O                                Q-2  N      .sub.-t-C.sub.4 H.sub.9                                                               H        --   H    CH.sub.3                                                                               O                                Q-3  S     --      H        H    --   CH.sub.3                                                                               O                                Q-3  S     --      H        CH.sub.3                                                                            --   CH.sub.3                                                                               O                                Q-3  S     --      5-F      H    --   CH.sub.3                                                                               O                                Q-3  S     --      6-Cl     H    --   CH.sub.3                                                                               O                                Q-3  S     --      5-Br     H    --   CH.sub.3                                                                               O                                Q-3  S     --      6-CH.sub.3                                                                              H    --   CH.sub.3                                                                               CH.sub.2                         Q-3  S     --      5-OCH.sub.3                                                                             H    --   CH.sub.3                                                                               CH.sub.2                         Q-3  S     --      6-OCF.sub.2 H                                                                           H    --   CH.sub.3                                                                               CH.sub.2                         Q-3  O     --      H        H    --   CH.sub.3                                                                               CH.sub.2                         Q-3  O     --      H        CH.sub.3                                                                            --   CH.sub.3                                                                               CH.sub.2                         Q-3  O     --      5-F      H    --   CH.sub.3                                                                               CH.sub.2                         Q-3  O     --      6-Cl     H    --   CH.sub.3                                                                               CH.sub.2                         Q-3  O     --      5-Br     H    --   CH.sub.3                                                                               O                                Q-3  O     --      6-CH.sub.3                                                                              H    --   CH.sub.3                                                                               O                                Q-3  O     --      5-OCH.sub.3                                                                             H    --   CH.sub.3                                                                               O                                Q-3  O     --      6-OCF.sub.2 H                                                                           H    --   CH.sub.3                                                                               O                                Q-3  N     --      H        H    CH.sub.3                                                                            CH.sub.3                                                                               O                                Q-3  N     --      H        CH.sub.3                                                                            H    CH.sub.3                                                                               O                                Q-3  N     --      5-F      H    H    CH.sub.3                                                                               O                                Q-3  N     --      6-Cl     H    H    CH.sub.3                                                                               O                                Q-3  N     --      5-Br     H    H    CH.sub.3                                                                               O                                Q-3  N     --      6-CH.sub.3                                                                              H    H    CH.sub.3                                                                               CH.sub.2                         Q-3  N     --      5-OCH.sub.3                                                                             H    H    CH.sub.3                                                                               CH.sub.2                         Q-3  N     --      6-OCF.sub.2 H                                                                           H    H    CH.sub.3                                                                               CH.sub.2                         Q-4  S     --      H        H    --   CH.sub.3                                                                               CH.sub.2                         Q-4  S     --      H        CH.sub.3                                                                            --   CH.sub.3                                                                               CH.sub.2                         Q-4  S     --      5-F      H    --   CH.sub.3                                                                               CH.sub.2                         Q-4  S     --      6-Cl     H    --   CH.sub.3                                                                               CH.sub.2                         Q-4  S     --      5-Br     H    --   CH.sub.3                                                                               CH.sub.2                         Q-4  S     --      6-CH.sub.3                                                                              H    --   CH.sub.3                                                                               O                                Q-4  S     --      5-OCH.sub.3                                                                             H    --   CH.sub.3                                                                               O                                Q-4  S     --      6-OCF.sub.2 H                                                                           H    --   CH.sub.3                                                                               O                                Q-4  O     --      H        H    --   CH.sub.3                                                                               O                                Q-4  O     --      H        CH.sub.3                                                                            --   CH.sub.3                                                                               O                                Q-4  O     --      5-F      H    --   CH.sub.3                                                                               O                                Q-4  O     --      6-Cl     H    --   CH.sub.3                                                                               O                                Q-4  O     --      5-Br     H    --   CH.sub.3                                                                               CH.sub.2                         Q-4  O     --      6-CH.sub.3                                                                              H    --   CH.sub.3                                                                               CH.sub.2                         Q-4  O     --      5-OCH.sub.3                                                                             H    --   CH.sub.3                                                                               CH.sub.2                         Q-4  O     --      6-OCF.sub.2 H                                                                           H    --   CH.sub.3                                                                               CH.sub.2                         Q-4  N     --      H        H    CH.sub.3                                                                            CH.sub.3                                                                               CH.sub.2                         Q-4  N     --      H        CH.sub.3                                                                            H    CH.sub.3                                                                               CH.sub.2                         Q-4  N     --      5-F      H    H    CH.sub.3                                                                               CH.sub.2                         Q-4  N     --      6-Cl     H    H    CH.sub.3                                                                               O                                Q-4  N     --      5-Br     H    H    CH.sub.3                                                                               O                                Q-4  N     --      6-CH.sub.3                                                                              H    H    CH.sub.3                                                                               O                                Q-4  N     --      5-OCH.sub.3                                                                             H    H    CH.sub.3                                                                               O                                Q-4  N     --      6-OCF.sub.2 H                                                                           H    H    CH.sub.3                                                                               O                                Q-1  S     CH.sub.3                                                                               5-CF.sub.3                                                                              --   --   CH.sub.3                                                                               CH.sub.2                         Q-1  S     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   --   CH.sub.3                                                                               CH.sub.2                         Q-1  S     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   --   CH.sub.3                                                                               CH.sub.2                         Q-1  O     CH.sub.3                                                                               5-CF.sub.3                                                                              --   --   OCH.sub.3                                                                              CH.sub.2                         Q-1  O     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   --   OCH.sub.3                                                                              CH.sub.2                         Q-1  O     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   --   OCH.sub.3                                                                              CH.sub.2                         Q-1  N     CH.sub.3                                                                               5-CF.sub.3                                                                              --   H    CH.sub.3                                                                               O                                Q-1  N     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   H    CH.sub.3                                                                               O                                Q-1  N     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   H    CH.sub.3                                                                               O                                Q-1  S     H       5-F      --   --   CH.sub.3                                                                               O                                Q-1  S     H       6-Cl     --   --   CH.sub.3                                                                               O                                Q-1  S     H       5-Br     --   --   CH.sub.3                                                                               O                                Q-1  S     H       6-CH.sub.3                                                                              --   --   CH.sub.3                                                                               O                                Q-1  S     H       5-OCH.sub.3                                                                             --   --   CH.sub.3                                                                               O                                Q-1  S     H       6-OCF.sub.2 H                                                                           --   --   CH.sub.3                                                                               O                                Q-1  S     H       5-CF.sub.3                                                                              --   --   CH.sub.3                                                                               O                                Q-1  S     H       6-CH.sub.2 OCH.sub.3                                                                    --   --   CH.sub.3                                                                               O                                Q-1  S     H       5-CH.sub.2 SCH.sub.3                                                                    --   --   CH.sub.3                                                                               O                                Q-2  S     CH.sub.3                                                                               H        --   --   CH.sub.3                                                                               CH.sub.2                         Q-2  S     CH.sub.3                                                                               5-CF.sub.3                                                                              --   --   CH.sub.3                                                                               CH.sub.2                         Q-2  S     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   --   CH.sub.3                                                                               CH.sub.2                         Q-2  S     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   --   CH.sub.3                                                                               CH.sub.2                         Q-2  O     CH.sub.3                                                                               H        --   --   CH.sub.3                                                                               O                                Q-2  O     CH.sub.3                                                                               5-CF.sub.3                                                                              --   --   CH.sub.3                                                                               O                                Q-2  O     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   --   CH.sub.3                                                                               O                                Q-2  O     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   --   CH.sub.3                                                                               O                                Q-2  N     CH.sub.3                                                                               H        --   H    CH.sub.3                                                                               CH.sub.2                         Q-2  N     CH.sub.3                                                                               5-CF.sub.3                                                                              --   H    CH.sub.3                                                                               CH.sub.2                         Q-2  N     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   H    CH.sub.3                                                                               CH.sub.2                         Q-2  N     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   H    CH.sub.3                                                                               CH.sub.2                         Q-3  S     --      5-CF.sub.3                                                                              H    --   CH.sub.3                                                                               CH.sub.2                         Q-3  S     --      6-CH.sub.2 OCH.sub.3                                                                    H    --   CH.sub.3                                                                               CH.sub.2                         Q-3  S     --      5-CH.sub.2 SCH.sub.3                                                                    H    --   CH.sub.3                                                                               CH.sub.2                         Q-3  S     --      5-CF.sub.3                                                                              H    --   CH.sub.3                                                                               O                                Q-3  S     --      6-CH.sub.2 OCH.sub.3                                                                    H    --   CH.sub.3                                                                               O                                Q-3  S     --      5-CH.sub.2 SCH.sub.3                                                                    H    --   CH.sub.3                                                                               O                                Q-3  N     --      H        H    H    CH.sub.3                                                                               CH.sub.2                         Q-3  N     --      5-CF.sub.3                                                                              H    H    CH.sub.3                                                                               CH.sub.2                         Q-3  N     --      6-CH.sub.2 OCH.sub.3                                                                    H    H    CH.sub.3                                                                               CH.sub.2                         Q-3  N     --      5-CH.sub.2 SCH.sub.3                                                                    H    H    CH.sub.3                                                                               CH.sub.2                         Q-4  S     --      5-CF.sub.3                                                                              H    --   CH.sub.3                                                                               O                                Q-4  S     --      6-CH.sub.2 OCH.sub.3                                                                    H    --   CH.sub.3                                                                               O                                Q-4  S     --      5-CH.sub.2 SCH.sub.3                                                                    H    --   CH.sub.3                                                                               O                                Q-4  O     --      5-CF.sub.3                                                                              H    --   CH.sub.3                                                                               CH.sub.2                         Q-4  O     --      6-CH.sub.2 OCH.sub.3                                                                    H    --   CH.sub.3                                                                               CH.sub.2                         Q-4  O     --      5-CH.sub.2 SCH.sub. 3                                                                   H    --   CH.sub.3                                                                               CH.sub.2                         Q-4  N     --      5-CF.sub.3                                                                              H    H    CH.sub.3                                                                               O                                Q-4  N     --      6-CH.sub.2 OCH.sub.3                                                                    H    H    CH.sub.3                                                                               O                                Q-4  N     --      5-CH.sub.2 SCH.sub.3                                                                    H    H    CH.sub.3                                                                               O                                ______________________________________                                    

                  TABLE 4                                                          ______________________________________                                          ##STR72##                                                                                                                   m.p.                             Q    W     R       R.sub.1  R.sub.2                                                                             R.sub.3                                                                             X.sub.1 (°C.)                     ______________________________________                                         Q-1  S     H       H        --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               5-F      --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               6-Cl     --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               5-Br     --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               6-CH.sub.3                                                                              --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   --   CH.sub.3                                 Q-1  S     C.sub.2 H.sub.5                                                                        H        --   --   CH.sub.3                                 Q-1  S      .sub.-i-C.sub.3 H.sub.7                                                               H        --   --   CH.sub.3                                 Q-1  S      .sub.-t-C.sub.4 H.sub. 9                                                              H        --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               H        --   --   OCH.sub.3                                Q-1  S     CH.sub.3                                                                               H        --   --   OCH.sub.2 CH.sub.3                       Q-1  S     CH.sub.3                                                                               H        --   --   OCF.sub.2 H                              Q-1  O     H       H        --   --   OCH.sub.3                                Q-1  O     CH.sub.3                                                                               5-F      --   --   OCH.sub.3                                Q-1  O     CH.sub.3                                                                               6-Cl     --   --   OCH.sub.3                                Q-1  O     CH.sub.3                                                                               5-Br     --   --   OCH.sub.3                                Q-1  O     CH.sub.3                                                                               6-CH.sub.3                                                                              --   --   OCH.sub.3                                Q-1  O     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   --   OCH.sub.3                                Q-1  O     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   --   OCH.sub.3                                Q-1  O     C.sub.2 H.sub.5                                                                        H        --   --   OCH.sub.3                                Q-1  O      .sub.-i-C.sub.3 H.sub.7                                                               H        --   --   OCH.sub.3                                Q-1  O      .sub.-t-C.sub.4 H.sub.9                                                               H        --   --   OCH.sub.3                                Q-1  N     H       H        --   CH.sub.3                                                                            CH.sub.3                                 Q-1  N     CH.sub.3                                                                               5-F      --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               6-Cl     --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               5-Br     --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               6-CH.sub.3                                                                              --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   H    CH.sub.3                                 Q-1  N     C.sub.2 H.sub.5                                                                        H        --   H    CH.sub.3                                 Q-1  N      .sub.-i-C.sub.3 H.sub.7                                                               H        --   H    CH.sub.3                                 Q-1  N      .sub.-t-C.sub.4 H.sub.9                                                               H        --   H    CH.sub.3                                 Q-2  S     H       H        --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               5-F      --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               6-Cl     --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               5-Br     --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               6-CH.sub.3                                                                              --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   --   CH.sub.3                                 Q-2  S     C.sub.2 H.sub.5                                                                        H        --   --   CH.sub.3                                 Q-2  S      .sub.-i-C.sub.3 H.sub.7                                                               H        --   --   CH.sub.3                                 Q-2  S      .sub.-t-C.sub.4 H.sub.9                                                               H        --   --   CH.sub.3                                 Q-2  O     H       H        --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               5-F      --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               6-Cl     --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               5-Br     --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               6-CH.sub.3                                                                              --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   --   CH.sub.3                                 Q-2  O     C.sub.2 H.sub.5                                                                        H        --   --   CH.sub.3                                 Q-2  O      .sub.-i-C.sub.3 H.sub.7                                                               H        --   --   CH.sub.3                                 Q-2  O      .sub.-t-C.sub.4 H.sub.9                                                               H        --   --   CH.sub.3                                 Q-2  N     H       H        --   CH.sub.3                                                                            CH.sub.3                                 Q-2  N     CH.sub.3                                                                               5-F      --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               6-Cl     --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               5-Br     --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               6-CH.sub.3                                                                              --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   H    CH.sub.3                                 Q-2  N     C.sub.2 H.sub.5                                                                        H        --   H    CH.sub.3                                 Q-2  N      .sub.-i-C.sub.3 H.sub.7                                                               H        --   H    CH.sub.3                                 Q-2  N      .sub.-t-C.sub.4 H.sub.9                                                               H        --   H    CH.sub.3                                 Q-3  S     --      H        H    --   CH.sub.3                                 Q-3  S     --      H        CH.sub.3                                                                            --   CH.sub.3                                 Q-3  S     --      5-F      H    --   CH.sub.3                                 Q-3  S     --      6-Cl     H    --   CH.sub.3                                 Q-3  S     --      5-Br     H    --   CH.sub.3                                 Q-3  S     --      6-CH.sub.3                                                                              H    --   CH.sub.3                                 Q-3  S     --      5-OCH.sub.3                                                                             H    --   CH.sub.3                                 Q-3  S     --      6-OCF.sub.2 H                                                                           H    --   CH.sub.3                                 Q-3  O     --      H        H    --   CH.sub.3                                 Q-3  O     --      H        CH.sub.3                                                                            --   CH.sub.3                                 Q-3  O     --      5-F      H    --   CH.sub.3                                 Q-3  O     --      6-Cl     H    --   CH.sub.3                                 Q-3  O     --      5-Br     H    --   CH.sub.3                                 Q-3  O     --      6-CH.sub.3                                                                              H    --   CH.sub.3                                 Q-3  O     --      5-OCH.sub.3                                                                             H    --   CH.sub.3                                 Q-3  O     --      6-OCF.sub.2 H                                                                           H    --   CH.sub.3                                 Q-3  N     --      H        H    CH.sub.3                                                                            CH.sub.3                                 Q-3  N     --      H        CH.sub.3                                                                            H    CH.sub.3                                 Q-3  N     --      5-F      H    H    CH.sub.3                                 Q-3  N     --      6-Cl     H    H    CH.sub.3                                 Q-3  N     --      5-Br     H    H    CH.sub.3                                 Q-3  N     --      6-CH.sub.3                                                                              H    H    CH.sub.3                                 Q-3  N     --      5-OCH.sub.3                                                                             H    H    CH.sub.3                                 Q-3  N     --      6-OCF.sub.2 H                                                                           H    H    CH.sub.3                                 Q-4  S     --      H        H    --   CH.sub.3                                 Q-4  S     --      H        CH.sub.3                                                                            --   CH.sub.3                                 Q-4  S     --      5-F      H    --   CH.sub.3                                 Q-4  S     --      6-Cl     H    --   CH.sub.3                                 Q-4  S     --      5-Br     H    --   CH.sub.3                                 Q-4  S     --      6-CH.sub.3                                                                              H    --   CH.sub.3                                 Q-4  S     --      5-OCH.sub.3                                                                             H    --   CH.sub.3                                 Q-4  S     --      6-OCF.sub.2 H                                                                           H    --   CH.sub. 3                                Q-4  O     --      H        H    --   CH.sub.3                                 Q-4  O     --      H        CH.sub.3                                                                            --   CH.sub.3                                 Q-4  O     --      5-F      H    --   CH.sub.3                                 Q-4  O     --      6-Cl     H    --   CH.sub.3                                 Q-4  O     --      5-Br     H    --   CH.sub.3                                 Q-4  O     --      6-CH.sub.3                                                                              H    --   CH.sub.3                                 Q-4  O     --      5-OCH.sub.3                                                                             H    --   CH.sub.3                                 Q-4  O     --      6-OCF.sub.2 H                                                                           H    --   CH.sub.3                                 Q-4  N     --      H        H    CH.sub.3                                                                            CH.sub.3                                 Q-4  N     --      H        CH.sub.3                                                                            H    CH.sub.3                                 Q-4  N     --      5-F      H    H    CH.sub.3                                 Q-4  N     --      6-Cl     H    H    CH.sub.3                                 Q-4  N     --      5-Br     H    H    CH.sub.3                                 Q-4  N     --      6-CH.sub.3                                                                              H    H    CH.sub.3                                 Q-4  N     --      5-OCH.sub.3                                                                             H    H    CH.sub.3                                 Q-4  N     --      6-OCF.sub.2 H                                                                           H    H    CH.sub.3                                 Q-1  S     CH.sub.3                                                                               H        --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               5-CF.sub.3                                                                              --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   --   CH.sub. 3                                Q-1  S     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   --   CH.sub.3                                 Q-1  O     CH.sub.3                                                                               H        --   --   OCH.sub.3                                Q-1  O     CH.sub.3                                                                               5-CF.sub.3                                                                              --   --   OCH.sub.3                                Q-1  O     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   --   OCH.sub.3                                Q-1  O     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   --   OCH.sub.3                                Q-1  N     CH.sub.3                                                                               5-CF.sub.3                                                                              --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   H    CH.sub.3                                 Q-2  S     CH.sub.3                                                                               H        --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               5-CF.sub.3                                                                              --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               H        --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               5-CF.sub.3                                                                              --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   --   CH.sub.3                                 Q-2  N     CH.sub.3                                                                               H        --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               5-CF.sub.3                                                                              --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   H    CH.sub.3                                 Q-3  S     --      5-CF.sub.3                                                                              H    --   CH.sub.3                                 Q-3  S     --      6-CH.sub.2 OCH.sub.3                                                                    H    --   CH.sub.3                                 Q-3  S     --      5-CH.sub.2 SCH.sub.3                                                                    H    --   CH.sub.3                                 Q-3  O     --      5-CF.sub.3                                                                              H    --   CH.sub.3                                 Q-3  O     --      6-CH.sub.2 OCH.sub.3                                                                    H    --   CH.sub.3                                 Q-3  O     --      5-CH.sub.2 SCH.sub.3                                                                    H    --   CH.sub.3                                 Q-3  N     --      H        H    H    CH.sub.3                                 Q-3  N     --      5-CF.sub.3                                                                              H    H    CH.sub.3                                 Q-3  N     --      6-CH.sub.2 OCH.sub.3                                                                    H    H    CH.sub.3                                 Q-3  N     --      5-CH.sub.2 SCH.sub.3                                                                    H    H    CH.sub.3                                 Q-4  S     --      5-CF.sub.3                                                                              H    --   CH.sub.3                                 Q-4  S     --      6-CH.sub.2 OCH.sub.3                                                                    H    --   CH.sub.3                                 Q-4  S     --      5-CH.sub.2 SCH.sub. 3                                                                   H    --   CH.sub.3                                 Q-4  O     --      5-CF.sub.3                                                                              H    --   CH.sub.3                                 Q-4  O     --      6-CH.sub.2 OCH.sub.3                                                                    H    --   CH.sub.3                                 Q-4  O     --      5-CH.sub.2 SCH.sub.3                                                                    H    --   CH.sub.3                                 Q-4  N     --      H        H    H    CH.sub.3                                 Q-4  N     --      5-CF.sub.3                                                                              H    H    CH.sub.3                                 Q-4  N     --      6-CH.sub.2 OCH.sub.3                                                                    H    H    CH.sub.3                                 Q-4  N     --      5-CH.sub.2 SCH.sub.3                                                                    H    H    CH.sub.3                                 ______________________________________                                    

                  TABLE 5                                                          ______________________________________                                          ##STR73##                                                                                                             Y.sub.2 m.p.                           QW R     R.sub.1    R.sub.2                                                                               R.sub.3                                                                             X.sub.1 (°C.)                           ______________________________________                                         Q-1 S H  H          --     --   CH.sub.3                                                                               H                                      Q-1 S CH.sub.3                                                                          5-F        --     --   CH.sub.3                                                                               H                                      Q-1 S CH.sub.3                                                                          6-Cl       --     --   CH.sub.3                                                                               H                                      Q-1 S CH.sub.3                                                                          5-Br       --     --   CH.sub.3                                                                               H                                      Q-1 S CH.sub.3                                                                          6-CH.sub.3 --     --   CH.sub.3                                                                               CH.sub.3                               Q-1 S CH.sub.3                                                                          5-OCH.sub.3                                                                               --     --   CH.sub.3                                                                               CH.sub.3                               Q-1 S CH.sub.3                                                                          6-OCF.sub.2 H                                                                             --     --   CH.sub.3                                                                               CH.sub.3                               Q-1 S C.sub.2 H.sub.5                                                                   H          --     --   CH.sub.3                                                                               H                                      Q-1 S  .sub.-i-C.sub.3 H.sub.7                                                          H          --     --   CH.sub.3                                                                               H                                      Q-1 S  .sub.- t-C.sub.4 H.sub.9                                                         H          --     --   CH.sub.3                                                                               CH.sub.3                               Q-1 S CH.sub.3                                                                          H          --     --   OCH.sub.3                                                                              H                                      Q-1 S CH.sub.3                                                                          H          --     --   OCH.sub.2 CH.sub.3                                                                     H                                      Q-1 S CH.sub.3                                                                          H          --     --   OCF.sub.2 H                                                                            H                                      Q-1 O H  H          --     --   OCH.sub.3                                                                              H                                      Q-1 O CH.sub.3                                                                          5-F        --     --   OCH.sub.3                                                                              H                                      Q-1 O CH.sub.3                                                                          6-Cl       --     --   OCH.sub.3                                                                              H                                      Q-1 O CH.sub.3                                                                          5-Br       --     --   OCH.sub.3                                                                              H                                      Q-1 O CH.sub.3                                                                          6-CH.sub.3 --     --   OCH.sub.3                                                                              CH.sub.3                               Q-1 O CH.sub.3                                                                          5-OCH.sub.3                                                                               --     --   OCH.sub.3                                                                              CH.sub.3                               Q-1 O CH.sub.3                                                                          6-OCF.sub.2 H                                                                             --     --   OCH.sub.3                                                                              CH.sub.3                               Q-1 O C.sub.2 H.sub.5                                                                   H          --     --   OCH.sub.3                                                                              CH.sub.3                               Q-1 O  .sub.-i-C.sub.3 H.sub.7                                                          H          --     --   OCH.sub.3                                                                              CH.sub.3                               Q-1 O  .sub.-t-C.sub.4 H.sub.9                                                          H          --     --   OCH.sub.3                                                                              CH.sub.3                               Q-1 N H  H          --     CH.sub.3                                                                            OCH.sub.3                                                                              H                                      Q-1 N CH.sub.3                                                                          5-F        --     H    OCH.sub.3                                                                              H                                      Q-1 N CH.sub.3                                                                          6-Cl       --     H    OCH.sub.3                                                                              H                                      Q-1 N CH.sub.3                                                                          5-Br       --     H    OCH.sub.3                                                                              H                                      Q-1 N CH.sub.3                                                                          6-CH.sub.3 --     H    OCH.sub.3                                                                              H                                      Q-1 N CH.sub.3                                                                          5-OCH.sub.3                                                                               --     H    OCH.sub.3                                                                              H                                      Q-1 N CH.sub.3                                                                          6-OCF.sub.2 H                                                                             --     H    OCH.sub.3                                                                              CH.sub.3                               Q-1 N C.sub.2 H.sub.5                                                                   H          --     H    OCH.sub.3                                                                              CH.sub.3                               Q-1 N  .sub.-i-C.sub.3 H.sub.7                                                          H          --     H    OCH.sub.3                                                                              CH.sub.3                               Q-1 N  .sub.-t-C.sub.4 H.sub.9                                                          H          --     H    OCH.sub.3                                                                              CH.sub.3                               Q-2 S H  H          --     --   CH.sub.3                                                                               H                                      Q-2 S CH.sub.3                                                                          5-F        --     --   CH.sub.3                                                                               H                                      Q-2 S CH.sub.3                                                                          6-Cl       --     --   CH.sub.3                                                                               H                                      Q-2 S CH.sub.3                                                                          5-Br       --     --   CH.sub.3                                                                               H                                      Q-2 S CH.sub.3                                                                          6-CH.sub.3 --     --   CH.sub.3                                                                               H                                      Q-2 S CH.sub.3                                                                          5-OCH.sub.3                                                                               --     --   CH.sub.3                                                                               H                                      Q-2 S CH.sub.3                                                                          6-OCF.sub.2 H                                                                             --     --   CH.sub.3                                                                               CH.sub.3                               Q-2 S C.sub.2 H.sub.5                                                                   H          --     --   CH.sub.3                                                                               CH.sub.3                               Q-2 S  .sub.-i-C.sub.3 H.sub.7                                                          H          --     --   CH.sub.3                                                                               CH.sub.3                               Q-2 S  .sub.-t-C.sub.4 H.sub.9                                                          H          --     --   CH.sub.3                                                                               CH.sub.3                               Q-2 O H  H          --     --   CH.sub.3                                                                               CH.sub.3                               Q-2 O CH.sub.3                                                                          5-F        --     --   CH.sub.3                                                                               CH.sub.3                               Q-2 O CH.sub.3                                                                          6-Cl       --     --   CH.sub.3                                                                               CH.sub.3                               Q-2 O CH.sub.3                                                                          5-Br       --     --   CH.sub.3                                                                               CH.sub.3                               Q-2 O CH.sub.3                                                                          6-CH.sub.3 --     --   CH.sub.3                                                                               CH.sub.3                               Q-2 O CH.sub.3                                                                          5-OCH.sub.3                                                                               --     --   CH.sub.3                                                                               H                                      Q-2 O CH.sub.3                                                                          6-OCF.sub.2 H                                                                             --     --   CH.sub.3                                                                               H                                      Q-2 O C.sub.2 H.sub.5                                                                   H          --     --   CH.sub.3                                                                               H                                      Q-2 O  .sub.-i-C.sub.3 H.sub.7                                                          H          --     --   CH.sub.3                                                                               H                                      Q-2 O  .sub.-t-C.sub.4 H.sub.9                                                          H          --     --   CH.sub.3                                                                               H                                      Q-2 N H  H          --     CH.sub.3                                                                            CH.sub.3                                                                               H                                      Q-2 N CH.sub.3                                                                          5-F        --     H    CH.sub.3                                                                               H                                      Q-2 N CH.sub.3                                                                          6-Cl       --     H    CH.sub.3                                                                               H                                      Q-2 N CH.sub.3                                                                          5-Br       --     H    CH.sub.3                                                                               H                                      Q-2 N CH.sub.3                                                                          6-CH.sub.3 --     H    CH.sub.3                                                                               H                                      Q-2 N CH.sub.3                                                                          5-OCH.sub.3                                                                               --     H    CH.sub.3                                                                               H                                      Q-2 N CH.sub.3                                                                          6-OCF.sub.2 H                                                                             --     H    CH.sub.3                                                                               CH.sub.3                               Q-2 N C.sub.2 H.sub.5                                                                   H          --     H    CH.sub.3                                                                               CH.sub.3                               Q-2 N  .sub.-i-C.sub.3 H.sub.7                                                          H          --     H    CH.sub.3                                                                               CH.sub.3                               Q-2 N  .sub.-t-C.sub.4 H.sub.9                                                          H          --     H    CH.sub.3                                                                               CH.sub.3                               Q-3 S -- H          H      --   CH.sub.3                                                                               CH.sub.3                               Q-3 S -- H          CH.sub.3                                                                              --   CH.sub.3                                                                               CH.sub.3                               Q-3 S -- 5-F        H      --   CH.sub.3                                                                               CH.sub.3                               Q-3 S -- 6-Cl       H      --   CH.sub.3                                                                               CH.sub.3                               Q-3 S -- 5-Br       H      --   CH.sub.3                                                                               CH.sub.3                               Q-3 S -- 6-CH.sub.3 H      --   CH.sub.3                                                                               H                                      Q-3 S -- 5-OCH.sub.3                                                                               H      --   CH.sub.3                                                                               H                                      Q-3 S -- 6-OCF.sub.2 H                                                                             H      --   CH.sub.3                                                                               H                                      Q-3 O -- H          H      --   CH.sub.3                                                                               H                                      Q-3 O -- H          CH.sub.3                                                                              --   CH.sub.3                                                                               H                                      Q-3 O -- 5-F        H      --   CH.sub.3                                                                               H                                      Q-3 O -- 6-Cl       H      --   CH.sub.3                                                                               H                                      Q-3 O -- 5-Br       H      --   CH.sub.3                                                                               CH.sub.3                               Q-3 O -- 6-CH.sub.3 H      --   CH.sub.3                                                                               CH.sub.3                               Q-3 O -- 5-OCH.sub.3                                                                               H      --   CH.sub.3                                                                               CH.sub.3                               Q-3 O -- 6-OCF.sub.2 H                                                                             H      --   CH.sub.3                                                                               CH.sub.3                               Q-3 N -- H          H      CH.sub.3                                                                            CH.sub.3                                                                               CH.sub.3                               Q-3 N -- H          CH.sub.3                                                                              H    CH.sub.3                                                                               CH.sub.3                               Q-3 N -- 5-F        H      H    CH.sub.3                                                                               CH.sub.3                               Q-3 N -- 6-Cl       H      H    CH.sub.3                                                                               CH.sub.3                               Q-3 N -- 5-Br       H      H    CH.sub.3                                                                               H                                      Q-3 N -- 6-CH.sub.3 H      H    CH.sub.3                                                                               H                                      Q-3 N -- 5-OCH.sub.3                                                                               H      H    CH.sub.3                                                                               H                                      Q-3 N -- 6-OCF.sub.2 H                                                                             H      H    CH.sub.3                                                                               H                                      Q-4 S -- H          H      --   CH.sub.3                                                                               H                                      Q-4 S -- H          CH.sub.3                                                                              --   CH.sub.3                                                                               H                                      Q-4 S -- 5-F        H      --   CH.sub.3                                                                               H                                      Q-4 S -- 6-Cl       H      --   CH.sub.3                                                                               H                                      Q-4 S -- 5-Br       H      --   CH.sub.3                                                                               CH.sub.3                               Q-4 S -- 6-CH.sub.3 H      --   CH.sub.3                                                                               CH.sub.3                               Q-4 S -- 5-OCH.sub.3                                                                               H      --   CH.sub.3                                                                               CH.sub.3                               Q-4 S -- 6-OCF.sub.2 H                                                                             H      --   CH.sub.3                                                                               CH.sub.3                               Q-4 O -- H          H      --   CH.sub.3                                                                               CH.sub.3                               Q-4 O -- H          CH.sub.3                                                                              --   CH.sub.3                                                                               CH.sub.3                               Q-4 O -- 5-F        H      --   CH.sub.3                                                                               CH.sub.3                               Q-4 O -- 6-Cl       H      --   CH.sub.3                                                                               CH.sub.3                               Q-4 O -- 5-Br       H      --   CH.sub.3                                                                               H                                      Q-4 O -- 6-CH.sub.3 H      --   CH.sub.3                                                                               H                                      Q-4 O -- 5-OCH.sub.3                                                                               H      --   CH.sub.3                                                                               H                                      Q-4 O -- 6-OCF.sub.2 H                                                                             H      --   CH.sub.3                                                                               H                                      Q-4 N -- H          H      CH.sub.3                                                                            CH.sub.3                                                                               H                                      Q-4 N -- H          CH.sub.3                                                                              H    CH.sub.3                                                                               H                                      Q-4 N -- 5-F        H      H    CH.sub.3                                                                               H                                      Q-4 N -- 6-Cl       H      H    CH.sub.3                                                                               H                                      Q-4 N -- 5-Br       H      H    CH.sub.3                                                                               CH.sub.3                               Q-4 N -- 6-CH.sub.3 H      H    CH.sub.3                                                                               CH.sub.3                               Q-4 N -- 5-OCH.sub.3                                                                               H      H    CH.sub.3                                                                               CH.sub.3                               Q-4 N -- 6-OCF.sub.2 H                                                                             H      H    CH.sub.3                                                                               CH.sub.3                               Q-1 S CH.sub.3                                                                          H          --     --   CH.sub.3                                                                               H                                      Q-1 S CH.sub.3                                                                          5-CF.sub.3 --     --   CH.sub.3                                                                               CH.sub.3                               Q-1 S CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                      --     --   CH.sub.3                                                                               CH.sub.3                               Q-1 S CH.sub.3                                                                          5-CH.sub.2 SCH.sub.3                                                                      --     --   CH.sub.3                                                                               CH.sub.3                               Q-1 O CH.sub.3                                                                          5-CF.sub.3 --     --   OCH.sub.3                                                                              CH.sub.3                               Q-1 O CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                      --     --   OCH.sub.3                                                                              CH.sub.3                               Q-1 O CH.sub.3                                                                          5-CH.sub.2 SCH.sub.3                                                                      --     --   OCH.sub.3                                                                              CH.sub.3                               Q-1 N CH.sub.3                                                                          5-CF.sub.3 --     H    OCH.sub.3                                                                              CH.sub.3                               Q-1 N CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                      --     H    OCH.sub.3                                                                              CH.sub.3                               Q-1 N CH.sub.3                                                                          5-CH.sub.2 SCH.sub.3                                                                      --     H    OCH.sub.3                                                                              CH.sub.3                               Q-2 S CH.sub.3                                                                          H          --     --   CH.sub.3                                                                               CH.sub.3                               Q-2 S CH.sub.3                                                                          5-CF.sub.3 --     --   CH.sub.3                                                                               CH.sub.3                               Q-2 S CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                      --     --   CH.sub.3                                                                               CH.sub.3                               Q-2 S CH.sub.3                                                                          5-CH.sub.2 SCH.sub.3                                                                      --     --   CH.sub.3                                                                               CH.sub.3                               Q-2 O CH.sub.3                                                                          H          --     --   CH.sub.3                                                                               H                                      Q-2 O CH.sub.3                                                                          5-CF.sub.3 --     --   CH.sub.3                                                                               H                                      Q-2 O CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                      --     --   CH.sub.3                                                                               H                                      Q-2 O CH.sub.3                                                                          5-CH.sub.2 SCH.sub.3                                                                      --     --   CH.sub.3                                                                               H                                      Q-2 N CH.sub.3                                                                          H          --     H    CH.sub.3                                                                               H                                      Q-2 N CH.sub.3                                                                          5-CF.sub.3 --     H    CH.sub.3                                                                               H                                      Q-2 N CH.sub.3                                                                          6-CH.sub.2 OCH.sub.3                                                                      --     H    CH.sub.3                                                                               H                                      Q-2 N CH.sub.3                                                                          5-CH.sub.2 SCH.sub.3                                                                      --     H    CH.sub.3                                                                               H                                      Q-3 S -- 5-CF.sub.3 H      --   CH.sub.3                                                                               H                                      Q-3 S -- 6-CH.sub.2 OCH.sub.3                                                                      H      --   CH.sub.3                                                                               H                                      Q-3 S -- 5-CH.sub.2 SCH.sub.3                                                                      H      --   CH.sub.3                                                                               H                                      Q-3 O -- 5-CF.sub.3 H      --   CH.sub.3                                                                               CH.sub.3                               Q-3 O -- 6-CH.sub.2 OCH.sub.3                                                                      H      --   CH.sub.3                                                                               CH.sub.3                               Q-3 O -- 5-CH.sub.2 SCH.sub.3                                                                      H      --   CH.sub.3                                                                               CH.sub.3                               Q-3 N -- H          H      H    CH.sub.3                                                                               H                                      Q-3 N -- 5-CF.sub.3 H      H    CH.sub.3                                                                               H                                      Q-3 N -- 6-CH.sub.2 OCH.sub.3                                                                      H      H    CH.sub.3                                                                               H                                      Q-3 N -- 5-CH.sub.2 SCH.sub.3                                                                      H      H    CH.sub.3                                                                               H                                      Q-4 S -- 5-CF.sub.3 H      --   CH.sub.3                                                                               CH.sub.3                               Q-4 S -- 6-CH.sub.2 OCH.sub.3                                                                      H      --   CH.sub.3                                                                               CH.sub.3                               Q-4 S -- 5-CH.sub.2 SCH.sub.3                                                                      H      --   CH.sub.3                                                                               CH.sub.3                               Q-4 O -- 5-CF.sub.3 H      --   CH.sub.3                                                                               H                                      Q-4 O -- 6-CH.sub.2 OCH.sub.3                                                                      H      --   CH.sub.3                                                                               H                                      Q-4 O -- 5-CH.sub.2 SCH.sub.3                                                                      H      --   CH.sub.3                                                                               H                                      Q-4 N -- H          H      H    CH.sub.3                                                                               CH.sub.3                               Q-4 N -- 5-CF.sub.3 H      H    CH.sub.3                                                                               CH.sub.3                               Q-4 N -- 6-CH.sub.2 OCH.sub.3                                                                      H      H    CH.sub.3                                                                               CH.sub.3                               Q-4 N -- 5-CH.sub.2 SCH.sub.3                                                                      H      H    CH.sub.3                                                                               CH.sub.3                               ______________________________________                                    

                  TABLE 6                                                          ______________________________________                                          ##STR74##                                                                                                                 m.p.                               Q    W     R       R.sub.1  R.sub.2                                                                             R.sub.3                                                                             X.sub.2                                                                              Y.sub.3  (°C.)              ______________________________________                                         Q-1  S     H       H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  S     CH.sub.3                                                                               H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  S     CH.sub.3                                                                               H        --   --   OCH.sub.3                                                                            CH.sub.3                           Q-1  S     CH.sub.3                                                                               H        --   --   SCH.sub.3                                                                            CH.sub.3                           Q-1  S     CH.sub.3                                                                               5-F      --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  S     CH.sub.3                                                                               6-Cl     --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  S     CH.sub.3                                                                               5-Br     --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  S     CH.sub.3                                                                               6-CH.sub.3                                                                              --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  S     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  S     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  S     CH.sub.3                                                                               5-CF.sub.3                                                                              --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  S     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  S     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  S     C.sub.2 H.sub.5                                                                        H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  S      .sub.-i-C.sub.3 H.sub.7                                                               H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  S      .sub.-t-C.sub.4 H.sub.9                                                               H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  O     H       H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  O     CH.sub.3                                                                               H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  O     CH.sub.3                                                                               5-F      --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  O     CH.sub.3                                                                               6-Cl     --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  O     CH.sub.3                                                                               5-Br     --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  O     CH.sub.3                                                                               6-CH.sub.3                                                                              --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  O     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  O     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  O     CH.sub.3                                                                               5-CF.sub.3                                                                              --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  O     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  O     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  O     C.sub.2 H.sub.5                                                                        H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  O      .sub.-i-C.sub.3 H.sub.7                                                               H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  O      .sub.-t-C.sub.4 H.sub.9                                                               H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-1  N     H       H        --   CH.sub.3                                                                            CH.sub.3                                                                             CH.sub.3                           Q-1  N     H       CH.sub.3 --   H    CH.sub.3                                                                             CH.sub.3                           Q-1  N     CH.sub.3                                                                               H        --   H    CH.sub.3                                                                             CH.sub.3                           Q-1  N     CH.sub.3                                                                               5-F      --   H    CH.sub.3                                                                             CH.sub.3                           Q-1  N     CH.sub.3                                                                               6-Cl     --   H    CH.sub.3                                                                             CH.sub.3                           Q-1  N     CH.sub.3                                                                               5-Br     --   H    CH.sub.3                                                                             CH.sub.3                           Q-1  N     CH.sub.3                                                                               6-CH.sub. 3                                                                             --   H    CH.sub.3                                                                             CH.sub.3                           Q-1  N     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   H    CH.sub.3                                                                             CH.sub.3                           Q-1  N     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   H    CH.sub.3                                                                             CH.sub.3                           Q-1  N     CH.sub.3                                                                               5-CF.sub.3                                                                              --   H    CH.sub.3                                                                             CH.sub.3                           Q-1  N     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   H    CH.sub.3                                                                             CH.sub.3                           Q-1  N     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   H    CH.sub.3                                                                             CH.sub.3                           Q-1  N     C.sub.2 H.sub.5                                                                        H        --   H    CH.sub.3                                                                             CH.sub.3                           Q-1  N      .sub.-i-C.sub.3 H.sub.7                                                               H        --   H    CH.sub.3                                                                             CH.sub.3                           Q-1  N      .sub.-t-C.sub.4 H.sub.9                                                               H        --   H    CH.sub.3                                                                             CH.sub.3                           Q-2  S     H       H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  S     CH.sub.3                                                                               H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  S     CH.sub.3                                                                               5-F      --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  S     CH.sub.3                                                                               6-Cl     --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  S     CH.sub.3                                                                               5-Br     --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  S     CH.sub.3                                                                               6-CH.sub.3                                                                              --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  S     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  S     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  S     CH.sub.3                                                                               5-CF.sub.3                                                                              --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  S     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  S     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  S     C.sub.2 H.sub.5                                                                        H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  S      .sub.-i-C.sub.3 H.sub.7                                                               H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  S      .sub.-t-C.sub.4 H.sub.9                                                               H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  O     H       H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  O     CH.sub.3                                                                               H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  O     CH.sub.3                                                                               5-F      --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  O     CH.sub.3                                                                               6-Cl     --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  O     CH.sub.3                                                                               5-Br     --   --   CH.sub. 3                                                                            CH.sub.3                           Q-2  O     CH.sub.3                                                                               6-CH.sub.3                                                                              --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  O     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  O     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  O     CH.sub.3                                                                               5-CF.sub.3                                                                              --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  O     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  O     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  O     C.sub.2 H.sub.5                                                                        H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  O      .sub.-i-C.sub.3 H.sub.7                                                               H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  O      .sub.-t-C.sub.4 H.sub.9                                                               H        --   --   CH.sub.3                                                                             CH.sub.3                           Q-2  N     H       H        --   CH.sub.3                                                                            CH.sub.3                                                                             CH.sub.3                           Q-2  N     H       CH.sub.3 --   H    CH.sub.3                                                                             CH.sub.3                           Q-2  N     CH.sub.3                                                                               H        --   H    CH.sub.3                                                                             CH.sub.3                           Q-2  N     CH.sub.3                                                                               5-F      --   H    CH.sub.3                                                                             CH.sub.3                           Q-2  N     CH.sub.3                                                                               6-Cl     --   H    CH.sub.3                                                                             CH.sub.3                           Q-2  N     CH.sub.3                                                                               5-Br     --   H    CH.sub.3                                                                             CH.sub.3                           Q-2  N     CH.sub.3                                                                               6-CH.sub.3                                                                              --   H    CH.sub.3                                                                             CH.sub.3                           Q-2  N     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   H    CH.sub.3                                                                             CH.sub.3                           Q-2  N     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   H    CH.sub.3                                                                             CH.sub.3                           Q-2  N     CH.sub.3                                                                               5-CF.sub.3                                                                              --   H    CH.sub.3                                                                             CH.sub.3                           Q-2  N     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   H    CH.sub.3                                                                             CH.sub.3                           Q-2  N     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   H    CH.sub.3                                                                             CH.sub.3                           Q-2  N     C.sub.2 H.sub.5                                                                        H        --   H    CH.sub.3                                                                             CH.sub.3                           Q-2  N      .sub.-i-C.sub.3 H.sub.7                                                               H        --   H    CH.sub.3                                                                             CH.sub.3                           Q-2  N      .sub.-t-C.sub.4 H.sub.9                                                               H        --   H    CH.sub.3                                                                             CH.sub.3                           Q-3  S     --      H        H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  S     --      H        CH.sub.3                                                                            --   CH.sub.3                                                                             CH.sub.3                           Q-3  S     --      5-F      H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  S     --      6-Cl     H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  S     --      5-Br     H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  S     --      6-CH.sub.3                                                                              H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  S     --      5-OCH.sub.3                                                                             H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  S     --      6-OCF.sub.2 H                                                                           H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  S     --      5-CF.sub.3                                                                              H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  S     --      6-CH.sub.2 OCH.sub.3                                                                    H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  S     --      5-CH.sub.2 SCH.sub.3                                                                    H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  O     --      H        H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  O     --      H        CH.sub.3                                                                            --   CH.sub.3                                                                             CH.sub.3                           Q-3  O     --      5-F      H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  O     --      6-Cl     H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  O     --      5-Br     H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  O     --      6-CH.sub.3                                                                              H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  O     --      5-OCH.sub.3                                                                             H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  O     --      6-OCF.sub.2 H                                                                           H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  O     --      5-CF.sub.3                                                                              H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  O     --      6-CH.sub.2 OCH.sub.3                                                                    H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  O     --      5-CH.sub.2 SCH.sub.3                                                                    H    --   CH.sub.3                                                                             CH.sub.3                           Q-3  N     --      H        H    CH.sub.3                                                                            CH.sub.3                                                                             CH.sub.3                           Q-3  N     --      H        CH.sub.3                                                                            H    CH.sub.3                                                                             CH.sub.3                           Q-3  N     --      H        H    H    CH.sub.3                                                                             CH.sub.3                           Q-3  N     --      5-F      H    H    CH.sub.3                                                                             CH.sub.3                           Q-3  N     --      6-Cl     H    H    CH.sub.3                                                                             CH.sub.3                           Q-3  N     --      5-Br     H    H    CH.sub.3                                                                             CH.sub.3                           Q-3  N     --      6-CH.sub.3                                                                              H    H    CH.sub.3                                                                             CH.sub.3                           Q-3  N     --      5-OCH.sub.3                                                                             H    H    CH.sub.3                                                                             CH.sub.3                           Q-3  N     --      6-OCF.sub.2 H                                                                           H    H    CH.sub.3                                                                             CH.sub.3                           Q-3  N     --      5-CF.sub.3                                                                              H    H    CH.sub.3                                                                             CH.sub.3                           Q-3  N     --      6-CH.sub.2 OCH.sub.3                                                                    H    H    CH.sub.3                                                                             CH.sub.3                           Q-3  N     --      5-CH.sub.2 SCH.sub.3                                                                    H    H    CH.sub.3                                                                             CH.sub.3                           Q-4  S     --      H        H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  S     --      H        CH.sub.3                                                                            --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  S     --      5-F      H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  S     --      6-Cl     H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  S     --      5-Br     H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  S     --      6-CH.sub.3                                                                              H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  S     --      5-OCH.sub.3                                                                             H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  S     --      6-OCF.sub.2 H                                                                           H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  S     --      5-CF.sub.3                                                                              H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  S     --      6-CH.sub.2 OCH.sub.3                                                                    H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  S     --      5-CH.sub.2 SCH.sub.3                                                                    H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  O     --      H        H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  O     --      H        CH.sub.3                                                                            --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  O     --      5-F      H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  O     --      6-Cl     H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  O     --      5-Br     H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  O     --      6-CH.sub.3                                                                              H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  O     --      5-OCH.sub.3                                                                             H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  O     --      6-OCF.sub.2 H                                                                           H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  O     --      5-CF.sub.3                                                                              H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  O     --      6-CH.sub.2 OCH.sub.3                                                                    H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  O     --      5-CH.sub.2 SCH.sub.3                                                                    H    --   CH.sub.3                                                                             C.sub.2 H.sub.5                    Q-4  N     --      H        H    CH.sub.3                                                                            CH.sub.3                                                                             CH.sub.2 CF.sub.3                  Q-4  N     --      H        CH.sub.3                                                                            H    CH.sub.3                                                                             CH.sub.2 CF.sub.3                  Q-4  N     --      H        H    H    CH.sub.3                                                                             CH.sub.2 CF.sub.3                  Q-4  N     --      5-F      H    H    CH.sub.3                                                                             CH.sub.2 CF.sub.3                  Q-4  N     --      6-Cl     H    H    CH.sub.3                                                                             CH.sub.2 CF.sub.3                  Q-4  N     --      5-Br     H    H    CH.sub.3                                                                             CH.sub.2 CF.sub.3                  Q-4  N     --      6-CH.sub.3                                                                              H    H    CH.sub.3                                                                             CH.sub.2 CF.sub.3                  Q-4  N     --      5-OCH.sub.3                                                                             H    H    CH.sub.3                                                                             CH.sub.2 CF.sub.3                  Q-4  N     --      6-OCF.sub.2 H                                                                           H    H    CH.sub.3                                                                             CH.sub.2 CF.sub.3                  Q-4  N     --      5-CF.sub.3                                                                              H    H    CH.sub.3                                                                             CH.sub.2 CF.sub.3                  Q-4  N     --      6-CH.sub.2 OCH.sub.3                                                                    H    H    CH.sub.3                                                                             CH.sub.2 CF.sub.3                  Q-4  N     --      5-CH.sub.2 SCH.sub.3                                                                    H    H    CH.sub.3                                                                             CH.sub.2 CF.sub.3                  ______________________________________                                    

                  TABLE 7                                                          ______________________________________                                          ##STR75##                                                                     Q    W     R       R.sub.1  R.sub.2                                                                             R.sub.3                                                                             X.sub.3                                                                              m.p.(°C.)                   ______________________________________                                         Q-1  S     H       H        --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               H        --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               5-F      --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               6-Cl     --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               5-Br     --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               6-CH.sub.3                                                                              --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               5-CF.sub.3                                                                              --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   --   CH.sub.3                                 Q-1  S     CH.sub. 3                                                                              5-CH.sub.2 SCH.sub.3                                                                    --   --   CH.sub.3                                 Q-1  S     C.sub.2 H.sub.5                                                                        H        --   --   CH.sub.3                                 Q-1  S      .sub.-i-C.sub.3 H.sub.7                                                               H        --   --   CH.sub.3                                 Q-1  S      .sub.-t-C.sub.4 H.sub.9                                                               H        --   --   CH.sub.3                                 Q-1  S     CH.sub.3                                                                               H        --   --   OCH.sub.3                                Q-1  O     H       H        --   --   CH.sub.3                                 Q-1  O     CH.sub.3                                                                               H        --   --   CH.sub.3                                 Q-1  O     CH.sub.3                                                                               5-F      --   --   CH.sub.3                                 Q-1  O     CH.sub.3                                                                               6-Cl     --   --   CH.sub.3                                 Q-1  O     CH.sub.3                                                                               5-Br     --   --   CH.sub.3                                 Q-1  O     CH.sub.3                                                                               6-CH.sub.3                                                                              --   --   CH.sub.3                                 Q-1  O     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   --   CH.sub.3                                 Q-1  O     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   --   CH.sub.3                                 Q-1  O     CH.sub.3                                                                               5-CF.sub.3                                                                              --   --   CH.sub.3                                 Q-1  O     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   --   CH.sub.3                                 Q-1  O     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   --   CH.sub.3                                 Q-1  O     C.sub.2 H.sub.5                                                                        H        --   --   CH.sub.3                                 Q-1  O      .sub.-i-C.sub.3 H.sub.7                                                               H        --   --   CH.sub.3                                 Q-1  O      .sub.-t-C.sub.4 H.sub.9                                                               H        --   --   CH.sub.3                                 Q-1  O     CH.sub.3                                                                               H        --   --   OCH.sub.3                                Q-1  N     H       H        --   CH.sub.3                                                                            CH.sub.3                                 Q-1  N     H       H        --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               H        --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               5-F      --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               5-Cl     --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               5-Br     --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               6-CH.sub.3                                                                              --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               5-CF.sub.3                                                                              --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   H    CH.sub.3                                 Q-1  N     C.sub.2 H.sub.5                                                                        H        --   H    CH.sub.3                                 Q-1  N      .sub.-i-C.sub.3 H.sub.7                                                               H        --   H    CH.sub.3                                 Q-1  N      .sub.-t-C.sub.4 H.sub.9                                                               H        --   H    CH.sub.3                                 Q-1  N     CH.sub.3                                                                               H        --   H    OCH.sub.3                                Q-2  S     H       H        --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               H        --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               5-F      --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               6-Cl     --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               5-Br     --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               6-CH.sub.3                                                                              --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               5-CF.sub.3                                                                              --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   --   CH.sub.3                                 Q-2  S     C.sub.2 H.sub.5                                                                        H        --   --   CH.sub.3                                 Q-2  S      .sub.-i-C.sub. 3 H.sub.7                                                              H        --   --   CH.sub.3                                 Q-2  S      .sub.-t-C.sub.4 H.sub.9                                                               H        --   --   CH.sub.3                                 Q-2  S     CH.sub.3                                                                               H        --   --   OCH.sub.3                                Q-2  O     H       H        --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               H        --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               5-F      --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               6-Cl     --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               5-Br     --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               6-CH.sub.3                                                                              --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               5-CF.sub.3                                                                              --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   --   CH.sub.3                                 Q-2  O     C.sub.2 H.sub.5                                                                        H        --   --   CH.sub.3                                 Q-2  O      .sub.-i-C.sub.3 H.sub.7                                                               H        --   --   CH.sub. 3                                Q-2  O      .sub.-t-C.sub.4 H.sub.9                                                               H        --   --   CH.sub.3                                 Q-2  O     CH.sub.3                                                                               H        --   --   OCH.sub.3                                Q-2  N     H       H        --   CH.sub.3                                                                            CH.sub.3                                 Q-2  N     H       H        --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               H        --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               5-F      --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               6-Cl     --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               5-Br     --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               6-CH.sub.3                                                                              --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               5-OCH.sub.3                                                                             --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               6-OCF.sub.2 H                                                                           --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               5-CF.sub.3                                                                              --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               6-CH.sub.2 OCH.sub.3                                                                    --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               5-CH.sub.2 SCH.sub.3                                                                    --   H    CH.sub.3                                 Q-2  N     C.sub.2 H.sub.5                                                                        H        --   H    CH.sub.3                                 Q-2  N      .sub.-i-C.sub.3 H.sub.7                                                               H        --   H    CH.sub.3                                 Q-2  N      .sub.-t-C.sub.4 H.sub.9                                                               H        --   H    CH.sub.3                                 Q-2  N     CH.sub.3                                                                               H        --   H    OCH.sub.3                                Q-3  S     --      H        H    --   CH.sub.3                                 Q-3  S     --      H        CH.sub.3                                                                            --   CH.sub.3                                 Q-3  S     --      5-F      H    --   CH.sub.3                                 Q-3  S     --      6-Cl     H    --   CH.sub.3                                 Q-3  S     --      5-Br     H    --   CH.sub.3                                 Q-3  S     --      6-CH.sub.3                                                                              H    --   CH.sub.3                                 Q-3  S     --      5-OCH.sub.3                                                                             H    --   CH.sub.3                                 Q-3  S     --      6-OCF.sub.2 H                                                                           H    --   CH.sub.3                                 Q-3  S     --      5-CF.sub.3                                                                              H    --   CH.sub.3                                 Q-3  S     --      6-CH.sub.2 OCH.sub.3                                                                    H    --   CH.sub.3                                 Q-3  S     --      5-CH.sub.2 SCH.sub.3                                                                    H    --   CH.sub.3                                 Q-3  S     --      H        H    --   OCH.sub.3                                Q-3  O     --      H        H    --   CH.sub.3                                 Q-3  O     --      H        CH.sub.3                                                                            --   CH.sub.3                                 Q-3  O     --      5-F      H    --   CH.sub.3                                 Q-3  O     --      6-Cl     H    --   CH.sub.3                                 Q-3  O     --      5-Br     H    --   CH.sub.3                                 Q-3  O     --      6-CH.sub.3                                                                              H    --   CH.sub.3                                 Q-3  O     --      5-OCH.sub.3                                                                             H    --   CH.sub.3                                 Q-3  O     --      6-OCF.sub.2 H                                                                           H    --   CH.sub.3                                 Q-3  O     --      5-CF.sub.3                                                                              H    --   CH.sub.3                                 Q-3  O     --      6-CH.sub.2 OCH.sub.3                                                                    H    --   CH.sub.3                                 Q-3  O     --      5-CH.sub.2 SCH.sub.3                                                                    H    --   CH.sub.3                                 Q-3  O     --      H        H    --   OCH.sub.3                                Q-3  N     --      H        H    CH.sub.3                                                                            CH.sub.3                                 Q-3  N     --      H        CH.sub.3                                                                            H    CH.sub.3                                 Q-3  N     --      H        H    H    CH.sub.3                                 Q-3  N     --      5-F      H    H    CH.sub.3                                 Q-3  N     --      6-Cl     H    H    CH.sub.3                                 Q-3  N     --      5-Br     H    H    CH.sub.3                                 Q-3  N     --      6-CH.sub.3                                                                              H    H    CH.sub.3                                 Q-3  N     --      5-OCH.sub.3                                                                             H    H    CH.sub.3                                 Q-3  N     --      6-OCF.sub.2 H                                                                           H    H    CH.sub.3                                 Q-3  N     --      5-CF.sub.3                                                                              H    H    CH.sub.3                                 Q-3  N     --      6-CH.sub.2 OCH.sub.3                                                                    H    H    CH.sub.3                                 Q-3  N     --      5-CH.sub.2 SCH.sub.3                                                                    H    H    CH.sub. 3                                Q-3  N     --      H        H    H    OCH.sub.3                                Q-4  S     --      H        H    --   CH.sub.3                                 Q-4  S     --      H        CH.sub.3                                                                            --   CH.sub.3                                 Q-4  S     --      5-F      H    --   CH.sub.3                                 Q-4  S     --      6-Cl     H    --   CH.sub.3                                 Q-4  S     --      5-Br     H    --   CH.sub.3                                 Q-4  S     --      6-CH.sub.3                                                                              H    --   CH.sub.3                                 Q-4  S     --      5-OCH.sub.3                                                                             H    --   CH.sub.3                                 Q-4  S     --      6-OCF.sub.2 H                                                                           H    --   CH.sub.3                                 Q-4  S     --      5-CF.sub.3                                                                              H    --   CH.sub.3                                 Q-4  S     --      6-CH.sub.2 OCH.sub.3                                                                    H    --   CH.sub.3                                 Q-4  S     --      5-CH.sub.2 SCH.sub.3                                                                    H    --   CH.sub.3                                 Q-4  S     --      H        H    --   OCH.sub.3                                Q-4  O     --      H        H    --   CH.sub.3                                 Q-4  O     --      H        CH.sub.3                                                                            --   CH.sub.3                                 Q-4  O     --      5-F      H    --   CH.sub.3                                 Q-4  O     --      6-Cl     H    --   CH.sub.3                                 Q-4  O     --      5-Br     H    --   CH.sub.3                                 Q-4  O     --      6-CH.sub.3                                                                              H    --   CH.sub.3                                 Q-4  O     --      5-OCH.sub.3                                                                             H    --   CH.sub.3                                 Q-4  O     --      6-OCF.sub.2 H                                                                           H    --   CH.sub.3                                 Q-4  O     --      5-CF.sub.3                                                                              H    --   CH.sub.3                                 Q-4  O     --      6-CH.sub.2 OCH.sub.3                                                                    H    --   CH.sub.3                                 Q-4  O     --      5-CH.sub.2 SCH.sub.3                                                                    H    --   CH.sub.3                                 Q-4  O     --      H        H    --   OCH.sub.3                                Q-4  N     --      H        H    CH.sub.3                                                                            CH.sub.3                                 Q-4  N     --      H        CH.sub.3                                                                            H    CH.sub.3                                 Q-4  N     --      H        H    H    CH.sub.3                                 Q-4  N     --      5-F      H    H    CH.sub.3                                 Q-4  N     --      6-Cl     H    H    CH.sub.3                                 Q-4  N     --      5-Br     H    H    CH.sub.3                                 Q-4  N     --      6-CH.sub.3                                                                              H    H    CH.sub.3                                 Q-4  N     --      5-OCH.sub.3                                                                             H    H    CH.sub.3                                 Q-4  N     --      6-OCF.sub.2 H                                                                           H    H    CH.sub.3                                 Q-4  N     --      5-CF.sub.3                                                                              H    H    CH.sub.3                                 Q-4  N     --      6-CH.sub.2 OCH.sub.3                                                                    H    H    CH.sub.3                                 Q-4  N     --      5-CH.sub.2 SCH.sub.3                                                                    H    H    CH.sub.3                                 Q-4  N     --      H        H    H    OCH.sub.3                                ______________________________________                                    

                                      TABLE 8                                      __________________________________________________________________________      ##STR76##                                                                     Q  W R   R.sub.1                                                                               R.sub.2                                                                           R.sub.3                                                                           X.sub.4                                                                              Y.sub.4                                                                              Z  m.p. (°C.)                         __________________________________________________________________________     Q-1                                                                               S H   H      -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               S CH.sub.3                                                                           H      -- -- CH.sub.3                                                                             CH.sub.3                                                                             N                                            Q-1                                                                               S CH.sub.3                                                                           H      -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               S CH.sub.3                                                                           H      -- -- OCH.sub.3                                                                            CH.sub.3                                                                             CH                                           Q-1                                                                               S CH.sub.3                                                                           H      -- -- OCH.sub.2 CH.sub.3                                                                   CH.sub.3                                                                             CH                                           Q-1                                                                               S CH.sub.3                                                                           H      -- -- CH.sub.2 OCH.sub.3                                                                   CH.sub.3                                                                             CH                                           Q-1                                                                               S CH.sub.3                                                                           H      -- -- Cl    CH.sub.3                                                                             CH                                           Q-1                                                                               S CH.sub.3                                                                           H      -- -- CH.sub.3                                                                             OCH.sub.2 CH.sub.3                                                                   CH                                           Q-1                                                                               S CH.sub.3                                                                           H      -- -- CH.sub.3                                                                             OCH.sub.3                                                                            CH                                           Q-1                                                                               S CH.sub.3                                                                           H      -- -- CH.sub.3                                                                             Cl    CH                                           Q-1                                                                               S CH.sub.3                                                                           5-F    -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               S CH.sub.3                                                                           6-Cl   -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               S CH.sub.3                                                                           5-Br   -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               S CH.sub.3                                                                           6-CH.sub.3                                                                            -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               S CH.sub.3                                                                           5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               S CH.sub.3                                                                           6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               S CH.sub.3                                                                           5-CF.sub.3                                                                            -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               S CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                  -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               S CH.sub.3                                                                           5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               S C.sub.2 H.sub.5                                                                    H      -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               S  .sub.-i-C.sub.3 H.sub.7                                                           H      -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               S  .sub.-t-C.sub.4 H.sub.9                                                           H      -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               O CH.sub.3                                                                           H      -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               O CH.sub.3                                                                           5-F    -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               O CH.sub.3                                                                           6-Cl   -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               O CH.sub.3                                                                           5-Br   -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               O CH.sub.3                                                                           6-CH.sub.3                                                                            -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               O CH.sub.3                                                                           5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               O CH.sub.3                                                                           6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               O CH.sub.3                                                                           5-CF.sub.3                                                                            -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               O CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                  -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               O CH.sub.3                                                                           5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               N H   H      -- CH.sub.3                                                                          CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               N H   H      -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               N CH.sub. 3                                                                          H      -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               N CH.sub.3                                                                           5-F    -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               N CH.sub.3                                                                           6-Cl   -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               N CH.sub.3                                                                           5-Br   -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               N CH.sub.3                                                                           6-CH.sub.3                                                                            -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               N CH.sub.3                                                                           5-OCH.sub.3                                                                           -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               N CH.sub.3                                                                           6-OCF.sub.2 H                                                                         -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               N CH.sub.3                                                                           5-CF.sub.3                                                                            -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               N CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                  -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-1                                                                               N CH.sub.3                                                                           5-CH.sub.2 SCH.sub.3                                                                  -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               S CH.sub.3                                                                           H      -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               S CH.sub.3                                                                           5-F    -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               S CH.sub.3                                                                           6-Cl   -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               S CH.sub.3                                                                           5-Br   -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               S CH.sub.3                                                                           6-CH.sub.3                                                                            -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               S CH.sub.3                                                                           5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               S CH.sub.3                                                                           6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               S CH.sub.3                                                                           5-CF.sub.3                                                                            -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               S CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                  -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               S CH.sub.3                                                                           5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               O CH.sub.3                                                                           H      -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               O CH.sub.3                                                                           5-F    -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               O CH.sub.3                                                                           6-Cl   -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               O CH.sub.3                                                                           5-Br   -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               O CH.sub.3                                                                           6-CH.sub.3                                                                            -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               O CH.sub.3                                                                           5-OCH.sub.3                                                                           -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               O CH.sub.3                                                                           6-OCF.sub.2 H                                                                         -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               O CH.sub.3                                                                           5-CF.sub.3                                                                            -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               O CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                  -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               O CH.sub.3                                                                           5-CH.sub.2 SCH.sub.3                                                                  -- -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               N H   H      -- CH.sub.3                                                                          CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               N H   H      -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               N CH.sub.3                                                                           H      -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               N CH.sub.3                                                                           5-F    -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               N CH.sub.3                                                                           6-Cl   -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               N CH.sub.3                                                                           5-Br   -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               N CH.sub.3                                                                           6-CH.sub.3                                                                            -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               N CH.sub.3                                                                           5-OCH.sub.3                                                                           -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               N CH.sub.3                                                                           6-OCF.sub.2 H                                                                         -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               N CH.sub.3                                                                           5-CF.sub.3                                                                            -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               N CH.sub.3                                                                           6-CH.sub.2 OCH.sub.3                                                                  -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-2                                                                               N CH.sub.3                                                                           5-CH.sub.2 SCH.sub.3                                                                  -- H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               S --  H      CH.sub.3                                                                          -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               S --  H      H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               S --  5-F    H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               S --  6-Cl   H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               S --  5-Br   H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               S --  6-CH.sub.3                                                                            H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               S --  5-OCH.sub.3                                                                           H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               S --  6-OCF.sub.2 H                                                                         H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               S --  5-CF.sub.3                                                                            H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               S --  6-CH.sub.2 OCH.sub.3                                                                  H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               S --  5-CH.sub.2 SCH.sub.3                                                                  H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               O --  H      H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               O --  H      CH.sub.3                                                                          -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               O --  5-F    H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               O --  6-Cl   H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               O --  5-Br   H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               O --  6-CH.sub.3                                                                            H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               O --  5-OCH.sub.3                                                                           H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               O --  6-OCF.sub.2 H                                                                         H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               O --  5-CF.sub.3                                                                            H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               O --  6-CH.sub.2 OCH.sub.3                                                                  H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               O --  5-CH.sub.2 SCH.sub.3                                                                  H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               N --  H      H  CH.sub.3                                                                          CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               N --  H      CH.sub.3                                                                          H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               N --  H      H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               N --  5-F    H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               N --  6-Cl   H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               N --  5-Br   H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               N --  6-CH.sub.3                                                                            H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               N --  5-OCH.sub.3                                                                           H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               N --  6-OCF.sub.2 H                                                                         H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               N --  5-CF.sub.3                                                                            H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               N --  6-CH.sub.2 OCH.sub.3                                                                  H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-3                                                                               N --  5-CH.sub.2 SCH.sub.3                                                                  H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               S --  H      CH.sub.3                                                                          -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               S --  H      H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               S --  5-F    H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               S --  6-Cl   H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               S --  5-Br   H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               S --  6-CH.sub.3                                                                            H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               S --  5-OCH.sub.3                                                                           H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               S --  6-OCF.sub.2 H                                                                         H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               S --  5-CF.sub.3                                                                            H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               S --  6-CH.sub.2 OCH.sub.3                                                                  H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               S --  5-CH.sub.2 SCH.sub.3                                                                  H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               O --  H      CH.sub.3                                                                          -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               O --  H      H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               O --  5-F    H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               O --  6-Cl   H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               O --  5-Br   H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               O --  6-CH.sub.3                                                                            H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               O --  5-OCH.sub.3                                                                           H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               O --  6-OCF.sub.2 H                                                                         H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               O --  5-CF.sub.3                                                                            H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               O --  6-CH.sub.2 OCH.sub.3                                                                  H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               O --  5-CH.sub.2 SCH.sub.3                                                                  H  -- CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               N --  H      H  CH.sub.3                                                                          CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               N --  H      CH.sub.3                                                                          H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               N --  H      H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               N --  5-F    H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               N --  6-Cl   H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               N --  5-Br   H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               N --  6-CH.sub.3                                                                            H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               N --  5-OCH.sub.3                                                                           H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               N --  6-OCF.sub.2 H                                                                         H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               N --  5-CF.sub.3                                                                            H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               N --  6-CH.sub.2 OCH.sub.3                                                                  H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           Q-4                                                                               N --  5-CH.sub.2 SCH.sub.3                                                                  H  H  CH.sub.3                                                                             CH.sub.3                                                                             CH                                           __________________________________________________________________________

Formulations

Useful formulations of the compounds of Formula I can be prepared in conventional ways. They include dusts, granules, pellets, solutions, suspensions, emulsions, wettable powders, emulsifiable concentrates and the like. Many of these may be applied directly. Sprayable formulations can be extended in suitable media and used at spray volumes of from a few liters to several hundred liters per hectare. High strength compositions are primarily used as intermediates for further formulation. The formulations, broadly, contain about 1% to 99% by weight of active ingredient(s) and at least one of (a) about 0.1% to 20% surfactant(s) and (b) about 5% to 99% solid or liquid diluent(s). More specifically, they will contain these ingredients in the following approximate proportions:

    ______________________________________                                                     Active  Percent by Weight                                                      Ingredient                                                                             Diluent(s)                                                                               Surfactant(s)                                    ______________________________________                                         Wettable Powders                                                                             20-90      0-74     1-10                                         Oil Suspensions,                                                                              5-50     40-95     0-15                                         Emulsions, Solutions                                                           (including Emulsifiable                                                        Concentrates)                                                                  Aqueous Suspension                                                                           10-50     40-84     1-20                                         Dusts          1-25     70-99     0-5                                          Granules and Pellets                                                                          1-95      5-99     0-15                                         High Strength 90-99      0-10     0-2                                          Compositions                                                                   ______________________________________                                    

Lower or higher levels of active ingredient can, of course, be present depending on the intended use and the physical properties of the compound. Higher ratios of surfactant to active ingredient are sometimes desirable, and are achieved by incorporation into the formulation or by tank mixing.

Typical solid diluents are described in Watkins, et al., "Handbook of Insecticide Dust Diluents and Carriers", 2nd Ed., Dorland Books, Caldwell, N.J., but other solids, either mined or manufactured, may be used. The more absorptive diluents are preferred for wettable powders and the denser ones for dusts. Typical liquid diluents and solvents are described in Marsden, "Solvents Guide," 2nd Ed., Interscience, New York, 1950. Solubility under 0.1% is preferred for suspension concentrates; solution concentrates are preferably stable against phase separation at 0° C. "McCutcheon's Detergents and Emulsifiers Annual", MC Publishing Corp., Ridgewood, N.J., as well as Sisely and Wood, "Encyclopedia of Surface Active Agents", Chemical Publishing Co., Inc., New York, 1964, list surfactants and recommended uses. All formulations can contain minor amounts of additives to reduce foam, caking, corrosion, microbiological growth, etc., Preferably, ingredients should be approved by the U.S. Environmental Protection Agency for the use intended.

The methods of making such compositions are well known. Solutions are prepared by simply mixing the ingredients. Fine solid compositions are made by blending and, usually, grinding as in a hammer or fluid energy mill. Suspensions are prepared by wet milling (see, for example, Littler, U.S. Pat. No. 3,060,084). Granules and pellets may be made by spraying the active material upon preformed granular carriers or by agglomeration techniques. See J. E. Browning, "Agglomeration", Chemical Engineering, Dec. 4, 1967, pp. 147ff. and "Perry's Chemical Engineer's Handbook", 5th Ed., McGraw-Hill, New York, 1973, pp. 8-59ff.

For further information regarding the art of formulation, see for example:

H. M. Loux, U.S. Pat. No. 3,235,361, Feb. 15, 1966, Col. 6, line 16 through Col. 7, line 19 and Examples 10 through 41;

R. W. Luckenbaugh, U.S. Pat. No. 3,309,192, Mar. 14, 1967, Col. 5, line 43 through Col. 7, line 62 and Examples 8, 12, 15, 39, 41, 52, 53, 58, 132, 138-140, 162-164, 166, 167 and 169-182;

H. Gysin and E. Knusli, U.S. Pat. No. 2,891,855, June 23, 1959, Col. 3, line 66 through Col. 5, line 17 and Examples 1-4;

G. C. Klingman, "Weed Control as a Science", John Wiley and Sons, Inc., New York, 1961, pp. 81-96;

J. D. Fryer and S. A. Evans, "Weed Control Handbook", 5th Ed., Blackwell Scientific Publications, Oxford, 1968, pp. 101-103;

J. B. Buchanan, U.S. Pat. No. 3,576,834, Apr. 27, 1971, Col. 5, line 36 through Col. 7, line 70 and Examples 1-4, 17, 106, and 123-140;

R. R. Shaffer, U.S. Pat. No. 3,560,616, Feb. 2, 1971, Col. 3, line 48 through Col. 7, line 26 and Examples 3-9 and 11-18; and

E. Somers, "Formulation", Chapter 6 in Torgeson, "Fungicides", Vol. I, Academic Press, New York, 1967.

In the following examples, all parts are by weight unless otherwise indicated.

EXAMPLE 11 Wettable Powder

    ______________________________________                                         N--[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-                                                       80%                                               2-methyl-4-benzothiazolesulfonamide                                            sodium alkylnaphthalenesulfonate                                                                            2%                                                sodium ligninsulfonate       2%                                                synthetic amorphous silica   3%                                                kaolinite                    13%                                               ______________________________________                                    

The ingredients are blended and hammermilled.

EXAMPLE 12 High Strength Concentrate

    ______________________________________                                         N--[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-                                                       95.%                                              2-methyl-4-benzothiazolesulfonamide                                            silica aerogel               0.5%                                              synthetic amorphous fine silica                                                                             4.5%                                              ______________________________________                                    

The ingredients are blended and ground in a hammer mill to produce a high strength concentrate essentially all passing a U.S.S. No. 50 screen (0.3 mm openings). This material may then be formulated in a variety of ways.

EXAMPLE 13 Dust

    ______________________________________                                         wettable powder of Example 11                                                                        10%                                                      pyrophyllite (powder) 90%                                                      ______________________________________                                    

The wettable powder and the pyrophyllite diluent are thoroughly blended and then packaged. The product is suitable for use as a dust.

EXAMPLE 14 Granule

    ______________________________________                                         Wettable Powder of Example 11                                                                        80%                                                      sugar                 20%                                                      ______________________________________                                    

The ingredients are blended in a rotating or fluid bed mixer and water sprayed on to accomplish granulation. When most of the material has reached the desired range of 1.0 to 0.42 mm (U.S.S. #18 to 40 sieves), the granules are removed, dried, and screened. Oversize material is crushed to produce additional material in the desired range. These granules contain 64% active ingredient.

EXAMPLE 15 Solution

    ______________________________________                                         N--[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-                                                       30%                                               2-methyl-4-benzothiazolesulfonamide                                            dimethylformamide            70%                                               ______________________________________                                    

The ingredients are combined and stirred to produce a solution, which can be used for low volume applications.

EXAMPLE 16 Emulsifiable Concentrate

    ______________________________________                                         N--[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-                                                       10%                                               2-methyl-4-benzothiazolesulfonamide,                                           blend of oil soluble sulfonates and                                                                          4%                                               polyoxyethylene ethers                                                         xylene                       86%                                               ______________________________________                                    

The ingredients are combined and stirred until the active is dissolved. A fine screen filter is included in packaging operation to insure the absence of any extraneous undissolved material in the product.

EXAMPLE 17 Aqueous Suspension

    ______________________________________                                         N--[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-                                                       50.1%                                             2-methyl-4-benzothiazolesulfonamide                                            dodecylphenol polyethylene glycol ether                                                                     0.5%                                              crude calcium ligninsulfonate                                                                               5.0%                                              xanthan gum thickener        0.2%                                              paraformaldehyde             0.2%                                              water                        44%                                               ______________________________________                                    

The ingredients are ground together in a sand, ball or colloid mill to produce particles essentially all under 5 microns in size.

Utility

Test results indicate that the compounds of the present invention are highly active preemergent or postemergent herbicides or plant growth regulants. Many of them have utility for broad-spectrum pre- and/or post-emergence weed control in areas where complete control of all vegetation is desired, such as around fuel storage tanks, ammunition depots, industrial storage areas, parking lots, drive-in theaters, around billboards, highway and railroad structures. Some of the compounds have utility for selective weed control in crops such as rice, wheat, and barley. Alternatively, the subject compounds are useful to modify plant growth.

The rates of application for the compounds of the invention are determined by a number of factors, including their use as plant growth modifiers or as herbicides, the crop species involved, the types of weeds to be controlled, weather and climate, formulations selected, mode of application, amount of foliage present, etc. In general terms, the subject compounds should be applied at levels of around 0.05 to 10 kg/ha, the lower rates being suggested for use on lighter soils and/or those having a low organic matter content, for selective weed control or for situations where only short-term persistence is required.

The compounds of the invention may be used in combination with any other commercial herbicide; examples of which are those of the triazine, triazole, uracil, urea, amide, diphenylether, carbamate and bipyridylium types.

The herbicidal properties of the subject compounds were discovered in a number of greenhose tests. The test procedures and results follow.

    ______________________________________                                         Compounds                                                                      ______________________________________                                         Compound 1                                                                                ##STR77##                                                           Compound 2                                                                                ##STR78##                                                           Compound 3                                                                                ##STR79##                                                           Compound 4                                                                                ##STR80##                                                           Compound 5                                                                                ##STR81##                                                           Compound 6                                                                                ##STR82##                                                           Compound 7                                                                                ##STR83##                                                           Compound 8                                                                                ##STR84##                                                           Compound 9                                                                                ##STR85##                                                           Compound 10                                                                               ##STR86##                                                           ______________________________________                                    

Test A

Seeds of crabgrass (Digitaria sp.), barnyardgrass (Echinochloa crusgalli), wild oats (Avena fatua), sicklepod (Cassia obtusifolia), morningglory (Ipomoea spp.), cocklebur (Xanthium pensylvanicum), sorghum, corn, soybean, sugarbeet, cotton, rice, wheat and purple nutsedge (Cyperus rotundus) tubers were planted and treated pre-emergence with the test chemicals dissolved in a non-phytotoxic solvent. At the same time, these crop and weed species were treated with a soil/foliage application. At the time of treatment, the plants ranged in height from 2 to 18 cm. Treated plants and controls were maintained in a greenhouse for sixteen days, after which all species were compared to controls and visually rated for response to treatment. The ratings, summarized in Table A, are based on a numerical scale extending from 0=no injury, to 10=complete kill. The accompanying descriptive symbols have the following meanings:

C=chlorosis/necrosis;

B=burn;

D=defoliation;

E=emergence inhibition;

G=growth retardation;

H=formative effects;

U=unusual pigmentation;

X=axillary stimulation;

S=albinism; and

6Y=abscised buds or flowers.

                  TABLE A                                                          ______________________________________                                                    Compound 1                                                                               Compound 2                                                Rate kg/ha   .4      .05     .4      .05                                       ______________________________________                                         POSTEMERGENCE                                                                  Morningglory 3C,9G   1C,3G   1C      2C                                        Cocklebur    5C,9G   5C,9G   6C,9G   4C,9G                                     Sicklepod    4C,9G   3C,3H   3C,9H   3C,7H                                     Nutsedge     10C     3C,6G   2C,9G   5G                                        Crabgrass    1C,5G   0       2C,3G   0                                         Barnyardgrass                                                                               2C,6G   0       0       0                                         Wild Oats    2G      0       0       0                                         Wheat        2G      0       0       0                                         Corn         1C,3G   0       2G      0                                         Soybean      4C,9G   3C,8G   3C,9G   3C,8G                                     Rice         2C,8G   0       3C,5G   0                                         Sorghum      3C,9H   1C      3C,6G   0                                         Sugar beet   9C      9C      10C     9C                                        Cotton       4C,9G   3C,7G   3C,4H,8G                                                                               3C,3H,8G                                  Bush bean    1C,1H   0       1C      0                                         PREEMERGENCE                                                                   Morningglory 9G      0       9G      2H,2C                                     Cocklebur    --      9G      9H      9H                                        Sicklepod    5C,9G   3C,5G   2C      0                                         Nutsedge     2C,9G   0       2C,9G   2G                                        Crabgrass    2C      1C      3G      1C                                        Barnyardgrass                                                                               4C,8H   3C      3C,6G   2C                                        Wild Oats    2C,8G   0       8G      2C                                        Wheat        5G      0       3G      0                                         Corn         2C,8H   1C      1C,7G   2G                                        Soybean      2C,8H   3C,3G   2C,2H   1C                                        Rice         3C,7G   3C,3G   2C,8H   2G                                        Sorghum      2C,8H   3G      3C,7G   1C                                        Sugar beet   5C,9G   2C,8G   9C      8G                                        Cotton       --      --      --      --                                        ______________________________________                                                    Compound 3  Cmpd. 4  Cmpd. 5                                        Rate kg/ha   .4        .05     .4     .4                                       ______________________________________                                         POSTEMERGENCE                                                                  Morningglory 2C,3H     0       2C,7G  2C,9H                                    Cocklebur    2C,9G     1H      5C,9G  3C,5G                                    Sicklepod    2C        0       2C,2H  2C                                       Nutsedge     0         0       2C,4G  0                                        Crabgrass    0         0       2G     2G                                       Barnyardgrass                                                                               0         0       1H     0                                        Wild Oats    0         0       0      0                                        Wheat        0         0       0      0                                        Corn         1C        0       1C,2H  0                                        Soybean      3C,8G,5X  2C,3H   2C,7H  1C,2H                                    Rice         9G        1C,8G   3C,5G  2G                                       Sorghum      2C,5H     2C,3G   4G     0                                        Sugar beet   9C        4C,8G   3C,7G  4C,8H                                    Cotton       3C,3H,7G  2C,2H   2C,3H  0                                        Bush bean    3C,3H,6Y  1C      1C     --                                       PREEMERGENCE                                                                   Morningglory 3C,6H     0       2C     2C,5H                                    Cocklebur    1C,3H     0       --     1C                                       Sicklepod    3C        0       0      --                                       Nutsedge     0         0       0      0                                        Crabgrass    2G        0       1C     5G                                       Barnyardgrass                                                                               2C        1C      3C     1C                                       Wild Oats    2C        0       1C     2C                                       Wheat        3G        0       0      0                                        Corn         2C,7G     1C      2C,5G  2C                                       Soybean      3C,4H     1C      1H     2C                                       Rice         3C,8H     3C      4G     2C                                       Sorghum      3C,9H     2C,5G   2C,6G  4G                                       Sugar beet   6C,9G     1C,5H   8G     2C,5G                                    Cotton       --        --      --     1C                                       ______________________________________                                                      Cmpd.   Cmpd.   Cmpd. Cmpd. Cmpd.                                              6       7       8     9     10                                    Rate kg/ha   .05     .05     .05   .05   .05                                   ______________________________________                                         POSTEMERGENCE                                                                  Morningglory 2C,7G   2C,8G   8H    1C    5C,9G                                 Cocklebur    10C     10C     4C,9G 2G    9C                                    Sicklepod    5C,9G   9C      5C,9G 1C    4C,8G                                 Nutsedge     9C      2C,3G   0     0     2C,9G                                 Crabgrass    5G      0       0     0     2C,3G                                 Barnyardgrass                                                                               3C,9H   3H      2H    0     4C,8H                                 Wild Oats    2C,5G   0       0     0     0                                     Wheat        6G      0       0     0     0                                     Corn         9G      9H      4C,8H 0     2C,9G                                 Soybean      5C,9G   5C,9G   5C,9G 0     4C,8G                                 Rice         4C,9G   9C      9C    0     5C,9G                                 Sorghum      4C,9H   5C,9H   5C,9H 0     4C,9H                                 Sugar beet   10C     9C      9C    3G    5C,9G                                 Cotton       9C      5C,9G   4C,8G 0     3C,9G                                 Bush bean    --      --      --    --    --                                    PREEMERGENCE                                                                   Morningglory 8G      6G      5G    2C    9G                                    Cocklebur    8H      6H      7G    0     8H                                    Sicklepod    2C,9G   6G      7G    0     2C,8G                                 Nutsedge     8G      0       0     0     8G                                    Crabgrass    2C,4G   0       2C    0     2C,6G                                 Barnyardgrass                                                                               3C,9H   3C,4G   1C    0     5C,9H                                 Wild Oats    2C,7G   2C      2G    0     5C,9G                                 Wheat        7G      2C      4G    0     2C,8G                                 Corn         2C,9G   2C,8G   2C,8H 0     4C,9G                                 Soybean      2C,7H   3C,5H   3C,6H 1C    3C,7G                                 Rice         10E     4C,8H   9H    0     10E                                   Sorghum      5C,9H   4C,8H   3C,8H 0     5C,9H                                 Sugar beet   8G      5C,9G   9C    3H    9C                                    Cotton       9G      8G      7G    1C    9G                                    ______________________________________                                    

Test B

Two 25 cm diameter plastic containers were lined with plastic bags and filled with limed Woodstown sandy loam. A 25 cm diameter Lucite® planting template was used to slightly compress the soil within each container and to provide indentations for the planting of nine test species. Seeds of the following species were placed in one container: cocklebur (Xanthium pensylvanicum), velvetleaf (Abutilon theophrasti), sugar beets (Beta vulgaris), sicklepod (Cassia obtusifolia), morningglory (Ipomoea spp.), teaweed (Sida spinosa), cotton (Gossypium hirsutum), jimsonweed (Datura stramonium) and soybean (Glycine max.). The second pot was planted with seeds or tubers of the following species: purple nutsedge (Cyperus rotundus), rice (Oryza sativa), giant foxtail (Setaria faberii), crabgrass (Digitaria sanguinalis), johnsongrass (Sorghum halepense), wild oats (Avena fatua), wheat (Triticum aestivum), barnyardgrass (Echinochloa crusgalli), and corn (Zea mays). Both containers were then topped with an approximately 1 cm layer of soil to cover the seeds. These two containers were then sprayed preemergence with several test compounds from within the scope of the invention. Following treatment, the plantings received approximately 1 cm of simulated rainfall in a period of 150 minutes.

Approximately twenty-eight days after treatment, the plants were visually rated for response to the chemical treatments utilizing the rating system previously described for Test A. Results are presented in Table B.

                  TABLE B                                                          ______________________________________                                                   Compound 2                                                           Rate kg/ha  1/16    1/1024   1/256 1/4   1/64                                  ______________________________________                                         Rice        10C     7G       9G    10C   10C                                   Barnyardgrass                                                                              9G      2G       5G    9G    8G                                    Wheat       3G      0        0     8G    0                                     Wild Oats   9G      3G       6G    9G    8G                                    Crabgrass   7G      0        3G    9G    4G                                    Johnsongrass                                                                               9G      2G       2G    9G    8G                                    Giant Foxtail                                                                              8G      2G       2G    9G    7G                                    Corn        10C     0        6G    10C   9G                                    Cocklebur   9G      2G       4G    9G    7G                                    Nutsedge    9G      0        4G    10C   9G                                    Cotton      9G      0        4G    9G    8G                                    Morningglory                                                                               9G      0        5G    9G    8G                                    Sicklepod   9G      0        3G    9G    8G                                    Teaweed     9G      0        3G    9G    7G                                    Velvetleaf  9G      4G       4G    9G    7G                                    Jimsonweed  9G      0        2G    9G    8G                                    Soybean     9G      0        2G    9G    7G                                    Sugar beet  10C     7G       9G    10C   10C                                   ______________________________________                                    

Test C

In Test C, plastic pots filled with Fallsington sandy loam were planted to soybeans, cotton, corn, rice, wheat, sorghum, velvetleaf (Abutilon theophrasti), sesbania (Sesbania exaltata), cassia (Cassia tora), morningglory (Ipomoea spp.), jimsonweed (Datura stramonium), cocklebur (Xanthium pensylvanicum), crabgrass (Digitaria spp.), nutsedge (Cyperus rotundus), johnsongrass (Sorghum halepense), barnyardgrass (Echinochloa crusgalli), giant foxtail (Setaria faberil) and wild oats (Avena fatua). Eighteen days after planting, the young plants and the soil around them were sprayed overall with the test chemical dissolved in a non-phytotoxic solvent. Fourteen days after treatment, all species were compared to untreated controls and visually rated for response to treatment utilizing the rating system previously described for Test A. The ratings for the compound tested by this procedure are presented in the Table C.

                  TABLE C                                                          ______________________________________                                                     Compound 1                                                         Rate kg/ha    1/64   1/4      1/256   1/16                                     ______________________________________                                         Soybean       4C     9C       0       9C                                       Corn          1C     1C       0       1C                                       Cotton        0      3C       0       2C                                       Rice          0      4G       0       0                                        Wheat         0      0        0       0                                        Velvetleaf    0      10C      0       7G                                       Sesbania      5C     9G       0       9G                                       Sicklepod     1C     7G       0       3C                                       Morningglory  0      3G       0       0                                        Jimsonweed    2G     4G       2G      0                                        Cocklebur     7G     10C      --      10C                                      Sugar beet    9G     8G       5G      8G                                       Crabgrass     0      0        0       0                                        Barnyardgrass 0      0        0       0                                        Giant Foxtail 0      0        0       0                                        Wild Oats     0      0        0       0                                        Sorghum       0      5G       0       2C                                       Nutsedge      0      1C       0       0                                        Johnsongrass  0      0        0       0                                        ______________________________________                                                         Compound 2                                                     Rate kg/ha        1/64   1/4                                                   ______________________________________                                         Soybean           9G     9G                                                    Corn              1C     2C                                                    Cotton            8G     7G                                                    Rice              0      0                                                     Wheat             0      0                                                     Velvetleaf        8G     8G                                                    Sesbania          9G     8G                                                    Sicklepod         3C     4G                                                    Morningglory      6G     3G                                                    Jimsonweed        --     3G                                                    Cocklebur         10G    10G                                                   Sugar beet        10C    10C                                                   Crabgrass         0      3G                                                    Barnyardgrass     0      0                                                     Giant Foxtail     0      2G                                                    Wild Oats         0      1G                                                    Sorghum           --     --                                                    Nutsedge          6G     5G                                                    Johnsongrass      0      0                                                     ______________________________________                                    

Test D

Sixteen-cm diameter glazed clay Wagner pots, equipped with a stoppered drain opening near the bottom of the side wall, were partially filled with Woodstown sandy loam. About 1500 ml of water were added to each pot to bring the water level to a point 3 cm above the soil surface. Also, a number of barnyardgrass (Echinochloa crusgalli) seeds were added to each pot. At the same time, seedlings or tubers of the following species were transplanted into the muddy soil: water plantain (Alisma trivale). Scirpus (Scirpus mucranatus), and Cyperus (Cyperus difformis). The weed species selected for this test are of economic importance in major rice-growing areas. The chemial treatments were applied as described below in the crop response portion of the test within hours after transplanting of two additional species: water chestnut (Eleocharis spp.) and arrowhead (Sagittaria latifolia). Shortly after treatment, the drain hole was opened to drop the water level by two cm. Water was then added to restore the water level to its original height. The following day the draining and refilling process was repeated. The pots were then maintained in the greenhouse. Rates of application and plant response ratings made 21 days after treatment are summarized in Table D.

In the crop response portion, twelve-cm diameter waxed paper cups were partially filled with Woodstown sandy loam. About 750 ml of water was added to each cup to bring the water level to a point 3 cm above the soil surface. Japonica rice seed was added to the pots, the seeds coming to rest on the soil surface (direct seeded rice). In addition, Japonica rice seedlings in the 2.5 leaf stage were transplanted into the same pots. Five days after seeding and transplanting compound number 1, dissolved in a small volume of acetone, was injected into the water of the simulated rice paddy. The rates of application and the crop response ratings made 10 days after treatment are shown in Table D.

                  TABLE D                                                          ______________________________________                                         Rate gm/ha     8          2                                                    ______________________________________                                         Barnyardgrass 60         30                                                    Water Chestnut                                                                               20          0                                                    Arrowhead     100        80                                                    Scirpus       70         100                                                   Cyperus       100        100                                                   Water plantain                                                                               90          0                                                    ______________________________________                                         Crop Response                                                                  gm/ha         Transplanting                                                                             Direct Seeded                                         ______________________________________                                         1000          50         100                                                   0250          20         90                                                    0063          40         90                                                    0016          20         50                                                    0004          20          0                                                    0001          20          0                                                    .25           10          0                                                    ______________________________________                                     

What is claimed is:
 1. A compound of the formula ##STR87## wherein Q is ##STR88## W₁ is O or S; R₇ is H or CH₃ ;R is H, C₁ -C₄ alkyl optionally substituted with 0-3 halogen atoms selected from 1-3 F, 1-2 Cl or 1 Br, C₁ -C₄ alkylthio, C₁ -C₄ alkoxy, CH₂ OCH₃, CH₂ CH₂ OCH₃ or CH₂ SCH₃ ; R₁ is H, halogen, C₁ -C₃ alkyl, C₁ -C₃ haloalkyl, nitro, C₁ -C₃ alkoxy, di(C₁ -C₂)alkylaminosulfamoyl, C₁ -C₃ alkylthio, C₁ -C₃ haloalkoxy, C₁ -C₃ haloalkylthio, cyano, C₁ -C₃ alkylsulfinyl, C₁ -C₃ alkylsulfonyl, C₂ -C₃ alkoxycarbonyl, CH₂ OCH₃, CH₂ SCH₃ or CH₂ CN; R₂ is H or CH₃ ; W is O, S or NR₃ ; R₃ is H or CH₃ ; A is ##STR89## X is H, C₁ -C₃ alkyl, C₁ -C₃ alkoxy, C₁ -C₃ haloalkoxy, C₁ -C₃ haloalkyl, C₁ -C₃ haloalkylthio, C₁ -C₃ alkylthio, halogen, C₂ -C₃ alkoxyalkyl, C₂ -C₃ alkoxyalkoxy, amino, C₁ -C₃ alkylamino or di(C₁ -C₃)alkylamino; Y is H, C₁ -C₃ alkyl, C₁ -C₃ alkoxy, C₁ -C₃ haloalkoxy, C₁ -C₃ haloalkylthio, C₁ -C₃ alkylthio, halogen, C₂ -C₃ alkoxyalkyl, C₂ -C₃ alkoxyalkoxy, amino, C₁ -C₃ alkylamino, di(C₁ -C₃)alkylamino, C₃ alkenyloxy, C₃ alkynyloxy, C₂ -C₃ alkynyl, C₂ -C₃ alkylthioalkyl, C₂ -C₃ alkylsulfinylalkyl, C₂ -C₃ alkylsulfonylalkyl, C₁ -C₃ haloalkyl, cyclopropyl, C(O)R₄, ##STR90## or N(OCH₃)CH₃ ; m is 2 or 3; L₁ and L₂ are independently O or S; R₄ is H or CH₃ ; R₅ and R₆ are independently C₁ -C₂ alkyl; Z is CH; Y₁ is O or CH₂ ; X₁ is CH₃, OCH₃, OC₂ H₅ or OCF₂ H; Y₂ is H or CH₃ ; X₄ is CH₃, OCH₃, OC₂ H₅, CH₂ OCH₃ or Cl; and Y₄ is CH₃, OCH₃, OC₂ H₅ or Cl;and their agriculturally suitable salts; provided that (a) when W₁ is S, then R₇ is H, A is A-1 and Y is CH₃, OCH₃, OC₂ H₅, CH₂ OCH₃, C₂ H₅, CF₃, SCH₃, OCH₂ CH═CH₂, OCH₂ C.tbd.CH, OCH₂ CH₂ OCH₃, CH(OCH₃)₂ or ##STR91## b when X is F, Cl, Br or I, then Y is OCH₃, OC₂ H₅, OCF₂ H, NH₂, NHCH₃, N(OCH₃)CH₃ or N(CH₃)₂ ; c when R₁ is di(C₁ -C₂)alkylaminosulfamoyl or C₂ -C₃ alkoxycarbonyl, then Q is Q-1 and R₁ is in the 5-position or Q is Q-2 and R₁ is in the 6-position; and d when the total number of carbon atoms of X and Y is greater than four, then the number of carbon atoms of R is less than or equal to two, and the number of carbon atoms of R₁ is less than or equal to two.
 2. The compounds of claim 1 wherein W₁ is O, R₇ is H, X is CH₃, OCH₃, OC₂ H₅, halogen, OCF₂ H, CH₂ F, OCH₂ CH₂ F, OCH₂ CHF₂, OCH₂ CF₃ or CF₃, and Y is H, CH₃, OCH₃, OC₂ H₅, CH₂ OCH₃, NHCH₃, N(OCH₃)CH₃, N(CH₃)₂, C₂ H₅, CF₃, SCH₃, OCH₂ CH═CH₂, OCH₂ C.tbd.CH, C.tbd.CH, C.tbd.CCH₃, CH₂ OC₂ H₅, OCH₂ CH₂ OCH₃, CH₂ SCH₃, C(O)R₄, ##STR92## OCF₂ H, SCF₂ H or cyclopropyl.
 3. The compounds of claim 2 where R₁ is H, F, Cl, Br, CH₃, OCH₃, OCF₂ H, CF₃, CH₂ OCH₃ or CH₂ SCH₃, R is H or C₁ -C₂ alkyl, and Q is Q-1 or Q-2.
 4. The compounds of claim 3 where A is A-1, X is CH₃, OCH₃, Cl, Br or OCF₂ H, and Y is CH₃, OCH₃, CH₂ OCH₃, NHCH₃, C₂ H₅, CH(OCH₃)₂, cyclopropyl, C.tbd.CH or C.tbd.CCH₃.
 5. The compounds of claim 4 where Q is Q-1 and R₁ is H.
 6. The compounds of claim 4 where Q is Q-2 and R₁ is H.
 7. The compounds of claim 5 where W is O.
 8. The compounds of claim 5 where W is S.
 9. The compounds of claim 5 where W is NR₃.
 10. The compounds of claim 6 where W is O.
 11. The compounds of claim 6 where W is S.
 12. The compounds of claim 6 where W is NR₃.
 13. The compound of claim 1 that is N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-methylbenzothiazole-4-sulfonamide.
 14. An agriculturally suitable composition for controlling the growth of undesired vegetation comprising an effective amount of a compound of claim 1 and at least one of the following: surfactant, solid or liquid diluent.
 15. An agriculturally suitable composition for controlling the growth of undesired vegetation comprising an effective amount of a compound of claim 2 and at least one of the following: surfactant, solid or liquid diluent.
 16. An agriculturally suitable composition for controlling the growth of undesired vegetation comprising an effective amount of a compound of claim 3 and at least one of the following: surfactant, solid or liquid diluent.
 17. An agriculturally suitable composition for controlling the growth of undesired vegetation comprising an effective amount of a compound of claim 4 and at least one of the following: surfactant, solid or liquid diluent.
 18. An agriculturally suitable composition for controlling the growth of undesired vegetation comprising an effective amount of a compound of claim 5 and at least one of the following: surfactant, solid or liquid diluent.
 19. An agriculturally suitable composition for controlling the growth of undesired vegetation comprising an effective amount of a compound of claim 6 and at least one of the following: surfactant, solid or liquid diluent.
 20. An agriculturally suitable composition for controlling the growth of undesired vegetation comprising an effective amount of a compound of claim 7 and at least one of the following: surfactant, solid or liquid diluent.
 21. An agriculturally suitable composition for controlling the growth of undesired vegetation comprising an effective amount of a compound of claim 8 and at least one of the following: surfactant, solid or liquid diluent.
 22. An agriculturally suitable composition for controlling the growth of undesired vegetation comprising an effective amount of a compound of claim 13 and at least one of the following: surfactant, solid or liquid diluent.
 23. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 1. 24. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 2. 25. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 3. 26. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 4. 27. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 5. 28. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 6. 29. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 7. 30. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 8. 31. A method for controlling the growth of undesired vegetation which comprises applying to the locus to be protected an effective amount of a compound of claim
 13. 